Thioamides and amides for controlling animal pests
AssigneeBASF SE
InventorsSebastian Soergel, Pascal Bindschaedler, Matthias Pohlman, Ralph Paulini
Life of this patent
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Abstract
The invention relates to the use of a compound of formula (I) or a salt thereof for combating animal pests, where the symbols and indices are defined in the specification.
Claims30
A method for combating invertebrate animal pests which attack plants, which method comprises contacting the pests, breeding ground, food supply, plant, seed, soil, area, material or environment in which the pests are growing or may grow, or the materials, plants, seeds, soils, surfaces or spaces to be protected from animal attack or infestation with a pesticidally effective amount of at least one compound of formula (I)
- or a salt thereof, wherein
- Y is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R5;
- or naphthyl unsubstituted or substituted with 1, 2, 3, 4, 5, 6 or 7 substituents R5;
- Q is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R6;
- C3 -C8 cycloalkyl unsubstituted or substituted with one or more substituents R6;
- C3-C8 cycloalkenyl unsubstituted or substituted with one or more substituents R6;
- or a 6-membered aromatic heterocyclic ring containing 1, 2, 3 or 4 nitrogen atoms in the ring, wherein the aforementioned ring is unsubstituted or substituted with 1, 2, 3 or 4 substituents R6;
- R1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R2 is hydrogen or halogen;
- or
- R1 and R2 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- R3 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R4 is hydrogen or halogen;
- or
- R3 and R4 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- each R5, R6 is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, wherein the carbon atoms of the aforementioned aliphatic radicals are unsubstituted or substituted with one or more Ra;
- C3-C8 cycloalkyl or C3-C8 cycloalkenyl, wherein the carbon atoms of the aforementioned cycloaliphatic radicals are unsubstituted or substituted with one or more Rb;
- phenyl unsubstituted or substituted with up to 5 Rc;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 Rd;
- Si(Re)3, ORf, SRf, OS(O)xRh, S(O)xRh, N(Ri)2, N(Ri)C(═O)Rm, OC(═O)Rm, C(═O)Rm, C(═O)ORf, C(═NRi)Rm, C(═S)Rm;
- or
- two R5 on two adjacent carbon atoms present on one phenyl ring are together a bridge selected from the group consisting of CH2CH2CH2CH2, N═CH—CH═CH, CH═N—CH═CH, N═CH—N═CH, N═CH—CH═N, OCH2CH2CH2, OCH═CHCH2, CH2OCH2CH2, OCH2CH2O, OCH2OCH2, CH2CH2CH2, CH═CHCH2, CH2CH2O, CH═CHO, CH2OCH2, CH2C(═O)O, C(═O)OCH2, O(CH2)O, SCH2CH2CH2, SCH═CHCH2, CH2SCH2CH2, SCH2CH2S, SCH2SCH2, CH2CH2S, CH═CHS, CH2SCH2, CH2C(═S)S, C(═S)SCH2, S(CH2)S, CH2CH2NRK, CH2CH═N, CH═CH—NRK, OCH═N, SCH═N and form together with the carbon atoms the two R5 are bonded to a 5- or 6-membered partially unsaturated or aromatic carbocyclic or heterocyclic ring, wherein the ring is unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of ═O, OH, CH3, OCH3, halogen, halomethyl and halomethoxy;
- each R7 is independently selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, OSi(Re)3, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated;
- Raa is —C(═S)N(Rcc)2, —C(═NRdd)SRee, or —C(═O)N(Rff)2;
- Rbb is —C(═S)N(Rcc)2, —C(═NRdd)SRee, —C(═O)N(Rff)2, or CN;
- each Rcc is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Rdd is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Ree is independently selected from the group consisting of cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Rff is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Ra is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(Re)3, ORA, SRA, OSO2RB, S(O)xRB, —S(O)xN(RD)2, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE,
- or
- two Ra present on one carbon atom are together ═O, ═C(RF)2, ═NRD, ═NORA, ═NNRD,
- or
- two Ra form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Ra are bonded to;
- each Rb is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(RG)3, ORH, SRH, OSO2RJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)N(RK)2, C(═S)N(RK)2, C(═O)ORH,
- or
- two Rb present on one carbon atom are together ═O, ═C(RL)2, ═NRK, ═NORH, ═NNRK,
- or
- two Rb form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Rb are bonded to;
- each Rc is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═S)N(RK)2;
- each Rd is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═S)N(RK)2,
- or
- two Rd present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═C(RL)2;
- ═NRK, ═NORH or ═NNRK;
- each Re is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C8 cycloalkyl, C3-C8 halocycloalkyl, C1-C6 haloalkoxyalkyl, phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Rf is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, S(O)xRB, —S(O)xN(RD)2, N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA, phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Rh is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Ri is independently selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- S(O)xRB, —S(O)xN(RD)2, C(═O)RS, C(═O)ORA, C(═O)N(RD)2, C(═S)RS, C(═S)SRA, C(═S)N(RD)2, C(═NRD)RS, phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE,
- or
- two Ri on one nitrogen atom are together a C2-C7 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl;
- each Rm is independently selected from the group consisting of hydrogen, —SCN, SF5, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, ORA, SRA, OSO2RB, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE;
- each RA is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RB is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl ;
- each RD is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl,
- or
- two RD on one nitrogen atom are together a C2-C6 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, or 7-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
- each RE is independently selected from the group consisting of cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy,
- or
- two RE present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═N(C1-C6-alkyl), ═NO(C1-C6-alkyl), ═CH(C1-C4-alkyl) or ═C(C1-C4-alkyl)C1-C4-alkyl;
- each RF is independently selected from the group consisting of C1-C4 alkyl, C1-C6 cycloalkyl, C1-C4 alkoxyalkyl, phenyl and benzyl;
- each RG is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C1-C6 haloalkoxyalkyl;
- each RH is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl sulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RJ is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RK is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- each RL is independently selected from the group consisting of C1-C4 alkyl and C1-C4 alkoxyalkyl;
- each RM is independently selected from the group consisting of halogen, cyano, azido, nitro, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, wherein the five last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy,
- or
- two RM present on one carbon atom are together ═O, ═CH(C1-C4-alkyl), ═C(C1-C4-alkyl)C1-C4-alkyl, ═N(C1-C6-alkyl) or ═NO(C1-C6-alkyl);
- each RN is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RQ is independently selected from the group consisting of hydrogen, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RS is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy, (C1-C6-alkoxy)carbonyl, (C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino;
- p is 0 or 1;
- x is 1 or 2.
A method for protecting crops from attack or infestation by invertebrate animal pests, which comprises contacting the crop with a pesticidally effective amount of at least one compound of formula (I) of formula (I)
- wherein
- Y is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R5;
- or naphthyl unsubstituted or substituted with 1, 2, 3, 4, 5, 6 or 7 substituents R5;
- Q is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R6;
- C3-C8 cycloalkyl unsubstituted or substituted with one or more substituents R6;
- C3-C8 cycloalkenyl unsubstituted or substituted with one or more substituents R6;
- 6-membered aromatic heterocyclic ring containing 1, 2, 3 or 4 nitrogen atoms in the ring, wherein the aforementioned ring is unsubstituted or substituted with 1, 2, 3 or 4 substituents R6;
- R1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R2 is hydrogen or halogen;
- or
- R1 and R2 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- R3 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R4 is hydrogen or halogen;
- or
- R3 and R4 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- each R5, R6 is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, wherein the carbon atoms of the aforementioned aliphatic radicals are unsubstituted or substituted with one or more Ra;
- C3-C8 cycloalkyl or C3-C8 cycloalkenyl, wherein the carbon atoms of the aforementioned cycloaliphatic radicals are unsubstituted or substituted with one or more Rb;
- phenyl unsubstituted or substituted with up to 5 Rc;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 Rd;
- Si(Re)3, ORf, SRf, OS(O)xRh, S(O)xRh, N(Ri)2, N(Ri)C(═O)Rm, OC(═O)Rm, C(═O)Rm, C(═O)ORf, C(═NRi)Rm, C(═S)Rm;
- or
- two R5 on two adjacent carbon atoms present on one phenyl ring are together a bridge selected from the group consisting of CH2CH2CH2CH2, N═CH—CH═CH, CH═N—CH═CH, N═CH—N═CH, N═CH—CH═N, OCH2CH2CH2, OCH═CHCH2, CH2OCH2CH2, OCH2CH2O, OCH2OCH2, CH2CH2CH2, CH═CHCH2, CH2CH2O, CH═CHO, CH2OCH2, CH2C(═O)O, C(═O)OCH2, O(CH2)O, SCH2CH2CH2, SCH═CHCH2, CH2SCH2CH2, SCH2CH2S, SCH2SCH2, CH2CH2S, CH═CHS, CH2SCH2, CH2C(═S)S, C(═S)SCH2, S(CH2)S, CH2CH2NRK, CH2CH═N, CH═CH—NRK, OCH═N, SCH═N and form together with the carbon atoms the two R5 are bonded to a 5- or 6-membered partially unsaturated or aromatic carbocyclic or heterocyclic ring, wherein the ring is unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of ═O, OH, CH3, OCH3, halogen, halomethyl and halomethoxy;
- each R7 is independently selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, OSi(Re)3, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated;
- Raa is —C(═S)N(Rcc)2, —C(═NRdd)SRee, or —C(═O)N(Rff)2;
- Rbb is —C(═S)N(Rcc)2, —C(═NRdd)SRee, —C(═O)N(Rff)2, or CN;
- each Rcc is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Rdd is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Ree is independently selected from the group consisting of cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-6-haloalkylthio-C1-C6-alkyl;
- each Rff is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-6-haloalkylthio-C1-C6-alkyl;
- each Ra is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(Re)3, ORA, SRA, OSO2RB, S(O)xRB, —S(O)xN(RD)2, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE,
- or
- two Ra present on one carbon atom are together ═O, ═C(RF)2, ═NRD, ═NORA, ═NNRD,
- or
- two Ra form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Ra are bonded to;
- each Rb is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(RG)3, ORH, SRH, OSO2RJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)N(RK)2, C(═S)N(RK)2, C(═O)ORH,
- or
- two Rb present on one carbon atom are together ═O, ═C(RL)2, ═NRK, ═NORH, ═NNRK,
- or
- two Rb form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Rb are bonded to;
- each Rc is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═S)N(RK)2;
- each Rd is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═S)N(RK)2,
- or
- two Rd present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═C(RL)2;
- ═NRK, ═NORH or ═NNRK;
- each Re is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C8 cycloalkyl, C3-C8 halocycloalkyl, C1-C6 haloalkoxyalkyl, phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2,
- each Rf is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, S(O)xRB, —S(O)xN(RD)2, N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Rh is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Ri is independently selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- S(O)xRB, —S(O)xN(RD)2, C(═O)RS, C(═O)ORA, C(═O)N(RD)2, C(═S)RS, C(═S)SRA, C(═S)N(RD)2, C(═NRD)RS,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE,
- or
- two Ri on one nitrogen atom are together a C2-C7 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl;
- each Rm is independently selected from the group consisting of hydrogen, —SCN, SF5 , C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, ORA, SRA, OSO2RB, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE;
- each RA is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RB is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RD is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl,
- or
- two RD on one nitrogen atom are together a C2-C6 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, or 7-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
- each RE is independently selected from the group consisting of cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy,
- or
- two RE present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═N(C1-C6-alkyl), ═NO(C1-C6-alkyl), ═CH(C1-C4-alkyl) or ═C(C1-C4-alkyl)C1-C4-alkyl;
- each RF is independently selected from the group consisting of C1-C4 alkyl, C1-C6 cycloalkyl, C1-C4 alkoxyalkyl, phenyl and benzyl;
- each RG is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C1-C6 haloalkoxyalkyl;
- each RH is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, trimethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RJ is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RK is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- each RL is independently selected from the group consisting of C1-C4 alkyl and C1-C4 alkoxyalkyl;
- each RM is independently selected from the group consisting of halogen, cyano, azido, nitro, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, wherein the five last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy,
- or
- two RM present on one carbon atom are together ═O, ═CH(C1-C4-alkyl), ═C(C1-C4-alkyl)C1-C4-alkyl, ═N(C1-C6-alkyl) or ═NO(C1-C6-alkyl);
- each RN is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RQ is independently selected from the group consisting of hydrogen, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RS is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy, (C1-C6-alkoxy)carbonyl, (C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino;
- p is 0 or 1;
- x is 1 or 2;
- or a salt thereof.
A method for protecting seeds from soil insects and the seedlings′ roots and shoots from soil and foliar insects, which comprises contacting the seeds before sowing and/or after pregermination with at least one compound of formula (I)
- wherein
- Y is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R5;
- or naphthyl unsubstituted or substituted with 1, 2, 3, 4, 5, 6 or 7 substituents R5;
- Q is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R6;
- C3-C8 cycloalkyl unsubstituted or substituted with one or more substituents R6;
- C3-C8 cycloalkenyl unsubstituted or substituted with one or more substituents R6;
- or a 6-membered aromatic heterocyclic ring containing 1, 2, 3 or 4 nitrogen atoms in the ring, wherein the aforementioned ring is unsubstituted or substituted with 1, 2, 3 or 4 substituents R6;
- R1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R2 is hydrogen or halogen;
- or
- R1 and R2 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- R3 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R7;
- R4 is hydrogen or halogen;
- or
- R3 and R4 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
- each R5, R6 is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, wherein the carbon atoms of the aforementioned aliphatic radicals are unsubstituted or substituted with one or more Ra;
- C3-C8 cycloalkyl or C3-C8 cycloalkenyl, wherein the carbon atoms of the aforementioned cycloaliphatic radicals are unsubstituted or substituted with one or more Rb;
- phenyl unsubstituted or substituted with up to 5 Rc;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO ,SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 Rd;
- Si(Re)3, ORf, SRf, OS(O)xRh, S(O)xRh, N(Ri)2, N(Ri)C(═O)Rm, OC(═O)Rm, C(═O)Rm, C(═O)ORf, C(═NRi)Rm, C(═S)Rm;
- or
- two R5 on two adjacent carbon atoms present on one phenyl ring are together a bridge selected from the group consisting of CH2CH2CH2CH2, N═CH—CH═CH, CH═N—CH═CH, N═CH—N═CH, N═CH—CH═N, OCH2CH2CH2, OCH═CHCH2, CH2OCH2CH2, OCH2CH2O, OCH2OCH2, CH2CH2CH2, CH═CHCH2, CH2CH2O, CH═CHO, CH2OCH2, CH2C(═O)O, C(═O)OCH2, O(CH2)O, SCH2CH2CH2, SCH═CHCH2, CH2SCH2CH2, SCH2CH2S, SCH2SCH2, CH2CH2S, CH═CHS, CH2SCH2, CH2C(═S)S, C(═S)SCH2, S(CH2)S, CH2CH2NRK, CH2CH═N, CH═CH—NRK, OCH═N, SCH═N and form together with the carbon atoms the two R5 are bonded to a 5- or 6-membered partially unsaturated or aromatic carbocyclic or heterocyclic ring, wherein the ring is unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of ═O, OH, CH3, OCH3, halogen, halomethyl and halomethoxy;
- each R7 is independently selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, (C1-C6-alkoxy)carbonyl, OSi(Re)3, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated;
- Raa is —C(═S)N(Rcc)2, —C(═NRdd)SRee, or —C(═O)N(Rff)2;
- Rbb is —C(═S)N(Rcc)2, —C(═NRdd)SRee, —C(═O)N(Rff)2, or CN;
- each Rcc is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Rdd is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Ree is independently selected from the group consisting of cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Rff is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-haloalkylthio-C1-C6-alkyl;
- each Ra is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(Re)3, ORA, SRA, OSO2RB, S(O)xRB, —S(O)xN(RD)2, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE,
- or
- two Ra present on one carbon atom are together ═O, ═C(RF)2, ═NRD, ═NORA, ═NNRD,
- or
- two Ra form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Ra are bonded to;
- each Rb is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkyl-C3-C8-cycloalkyl,
- Si(RG)3, ORH, SRH, OSO2RJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)N(RK)2, C(═S)N(RK)2, C(═O)ORH,
- or
- two Rb present on one carbon atom are together ═O, ═C(RL)2, ═NRK, ═NORH, ═NNRK,
- or
- two Rb form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two Rb are bonded to;
- each Rc is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═SN(RK)2;
- each Rd is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(RG)3, ORH, SRH, OS(O)xRJ, S(O)xRJ, —S(O)xN(RK)2, N(RK)2, C(═O)RN, C(═O)ORH, C(═NRK)RN, C(═O)N(RK)2, C(═S)N(RK)2,
- or
- two Rd present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═C(RL)2;
- ═NRK, ═NORH or ═NNRK;
- each Re is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C8 cycloalkyl, C3-C8 halocycloalkyl, C1-C6 haloalkoxyalkyl, phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Rf is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, S(O)xRB, —S(O)xN(RD)2, N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Rh is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- N(RD)2, —N═C(RF)2, C(═O)RQ, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl, a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2;
- each Ri is independently selected from the group consisting of hydrogen, C1C6-alkyl, C1-C6-alkoxy, C1C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- S(O)xRB, —S(O)xN(RD)2, C(═O)RS, C(═O)ORA, C(═O)N(RD)2, C(═S)RS, C(═S)SRA, C(═S)N(RD)2, C(═NRD)RS,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE;
- or
- two Ri on one nitrogen atom are together a C2-C7 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl;
- each Rm is independently selected from the group consisting of hydrogen, —SCN, SF5, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C8-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more RM;
- Si(Re)3, ORA, SRA, OSO2RB, N(RD)2, C(═O)N(RD)2, C(═S)N(RD)2, C(═O)ORA,
- phenyl unsubstituted or substituted with up to 5 RE;
- a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, wherein the aforementioned ring is unsubstituted or substituted with up to 5 RE;
- each RA is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RB is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RD is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl,
- or
- two RD on one nitrogen atom are together a C2-C6 alkylene chain and form together with the nitrogen atom they are bonded to a 3-, 4-, 5-, 6-, or 7-membered saturated, partially unsaturated or aromatic ring, wherein the alkylene chain may contain 1 or 2 heteroatoms or heteroatom groups selected from N, O, S, NO, SO, SO2, and wherein the alkylene chain is unsubstituted or substituted with halogen, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
- each RE is independently selected from the group consisting of cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy,
- or
- two RE present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═N(C1-C6-alkyl), ═NO(C1-C6-alkyl), ═CH(C1-C4-alkyl) or ═C(C1-C4-alkyl)C1-C4-alkyl;
- each RF is independently selected from the group consisting of C1-C4 alkyl, C1-C6 cycloalkyl, C1-C4 alkoxyalkyl, phenyl and benzyl;
- each RG is independently selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C1-C6 haloalkoxyalkyl;
- each RH is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RJ is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RK is independently selected from the group consisting of hydrogen, cyano, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4-alkoxy;
- each RL is independently selected from the group consisting of C1-C4 alkyl and C1-C4 alkoxyalkyl;
- each RM is independently selected from the group consisting of halogen, cyano, azido, nitro, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C1-C6-alkyl-C3-C8-cycloalkyl, wherein the five last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy,
- or
- two RM present on one carbon atom are together ═O, ═CH(C1-C4-alkyl), ═C(C1-C4-alkyl)C1-C4-alkyl, ═N(C1-C6-alkyl) or ═NO(C1-C6-alkyl);
- each RN is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the three last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- each RQ is independently selected from the group consisting of hydrogen, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy and (C1-C6-alkoxy)carbonyl;
- each RS is independently selected from the group consisting of hydrogen, OH, SH, —SCN, SF5, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylthio, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl,
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or carry 1 or 2 radicals selected from C1-C4 alkoxy;
- phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals are unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6 haloalkoxy, (C1-C6-alkoxy)carbonyl, (C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino;
- p is 0 or 1;
- x is 1 or 2;
- or
- a salt thereof.
Dependencies are inferred from the claim text.