N-acylimino heterocyclic compounds

An N-acylimino compound of formula (I):

• wherein
• m is an integer selected from 0, 1, 2, 3, 4, 5 or 6;
• X is O or S;
• Het is Het-1a
• wherein # denotes the bond the remainder of the molecule in formula (I),
• R6 is selected from halogen, C1-C4-alkyl and C1-C4-haloalkyl and
• R6a is hydrogen or halogen, in particular hydrogen
• wherein the moiety of the formula
• represents a radical A selected from the group consisting of W.Het-1, W.Het-2, W.Het-3, W.Het-4:
• wherein # denotes the bond to the remainder of the molecule,
• wherein
• each Rw3, Rw4, Rw5, Rw6 independently from each other, is selected from the group consisting of hydrogen, halogen, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkyl and C1-C4-haloalkyl;
• R1, R2 are independently from each other selected from the group consisting of hydrogen, halogen, cyano, and C1-C3-alkyl;
• R3 is selected from the group consisting of hydrogen, halogen, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein each of the 4 last mentioned radicals are unsubstituted, partly or completely halogenated or carries 1 or 2 radicals R7, it being also possible for cycloalkyl to carry 1, 2, 3, 4, 5 or 6 C1-C4-alkyl groups,
• S(O)nNR9aR9b, NR9aR9b, C(═O)OR8, C(═O)NR9aR9b, C(═S)NR9aR9b, C(═O)R7a, C(═S)R7a, NR9a—C(═O)R7a, NR9a—C(═S)R7a, NR9a—S(O)nR8a,
• phenyl, benzyl, where the phenyl ring in the last two mentioned radicals is unsubstituted or may be substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10,
• and a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized;
• R4a, R4b are selected each independently from one another and independently from the integer of m from the group consisting of hydrogen, halogen, CN, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, and C3-C8-cycloalkyl, wherein each of the four last mentioned radicals are unsubstituted, partly or completely halogenated,
• or
• R4a and R4b may form together with the carbon atom they are bound to, a 3, 4, 5 or 6 membered aliphatic ring, wherein each of the carbon atoms of the ring may be unsubstituted or may be partly or fully halogenated, and/or may carry 1, 2, 3, 4, 5 or 6 radicals selected from C1-C4-alkyl, C1-C4-haloalky, C1-C4-alkoxy and C1-C4-haloalkoxy;
• or
• R4a and R4b may together form ═O, ═CR13R14, ═S, ═NR17, ═NOR16, ═NNR9aR9b,
• R5 is selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein each of the four last mentioned radicals are unsubstituted, partly or completely halogenated or carries 1 or 2 radicals R7, it being also possible for cycloalkyl radicals to carry 1, 2, 3, 4, 5 or 6 C1-C4-alkyl groups,
• S(O)nNR9aR9b, NR9aR9b, C(═O)OR8, C(═O)NR9aR9b, C(═S)NR9aR9b, C(═O)R7a, C(═S)R7a, NR9a—C(═O)R7a, NR9a—C(═S)R7a, NR9a—S(O)nR8a,
• a moiety Q-phenyl, where the phenyl ring is optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10,
• and a moiety Q-Het#, where
• Het# represents a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are selected from oxygen, nitrogen and/or sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized, and
• Q irrespectively of its occurrence, is a single bond, NR9a, NR9a—C1-C4-alkylene, —O—C(═O)—, —NR9a—C(═O)—, —O—S(═O)2—, —NR9a—S(═O)2—, —O—C(═O)—C1-C4-alkylene or —NR9a—C(═O)—C1-C4-alkylene, where the heteroatom in the last 6 moieties is bound to the carbon atom of C(CN)R3 or CR4aR4a, respectively;
• or, if m=0,
• R3 and R5 together may also form with the carbon atom they are bound to, a 3, 4, 5 or 6 membered saturated partially unsaturated carbocycle or heterocycle, wherein the carbocycle or heterocycle may be unsubstituted or may carry 1, 2, 3, 4, 5 or 6 radicals R7b, and where the heterocycle has 1 or 2 non-adjacent identical or different heteroatoms or heteroatom moieties as ring members, which are selected from O, S, N and N—R17c, or
• R3 and R5 may together form ═O or ═S;
• where, independently of their occurrence,
• n is 0, 1 or 2;
• R7 independently of its occurrence, is selected from the group consisting of cyano, azido, nitro, —SCN, SF5, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, Si(R11)2R12, OR8, OSO2R8, S(O)nR8, S(O)nNR17aR17b, NR17aR17b, C(═O)NR17aR17b, C(═S)NR17aR17b, C(═O)OR8, C(═O)R15, C(═S)R15, C(═NR17)R15,
• phenyl, phenyl-C1-C4-alkyl, where the phenyl ring in the last two groups is optionally substituted with 1, 2, 3, 4 or 5 identical or different substituents R10, and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• or two R7 present on one carbon atom may together form ═O, ═CR13R14, ═S, ═NR17, ═NOR16, ═NNR9aR9b,
• or two R7 may form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partly unsaturated carbocyclic or heterocyclic ring together with the carbon atoms to which the two R7 are bonded, where the heterocyclic ring comprises 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10;
• R7a independently of its occurrence, is selected from the group consisting of hydrogen, 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, phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different substituents R10, and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized;
• R7b is selected from the group consisting of halogen, cyano, C1-C10-alkyl, C3-C8-cycloalkyl, C2-C10-alkenyl, C2-C10-alkynyl, C3-C8-cycloalkenyl, and wherein the carbon atoms of the aforementioned aliphatic and cycloaliphatic radicals may be partly or completely halogenated, and/or be substituted with 1, 2,3 or 4, in particular 1, 2 or 3, identical or different radicals R7,
• OR8, NR17aR17b, S(O)nR8, S(O)NR17aR17b, C(O)R7a, C(O)NR17aR17b, C(O)OR8, C(═S)R7a, C(═S)NR17aR17b, C(═S)OR8, C(═NR17)R7a, C(═NR17)NR17aR17b, Si(R11)2R12;
• phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different substituents R10, and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• or two of R7b present on one ring carbon may together form ═O, ═S or ═CR13R14,
• or two R7b together form a linear C2-C7 alkylene chain, thus forming, together with the ring atom(s) to which they are bound, a 3-, 4-, 5-, 6-, 7- or 8-membered ring, where 1 or 2 CH2 moieties of the alkylene chain may be replaced by 1 or 2 heteroatom moieties selected from O, S and NR17c and/or 1 or 2 of the CH2 groups of the alkylene chain may be replaced by a group C═O, C═S and/or C═NR17;
• and where the alkylene chain is unsubstituted or may be substituted with 1, 2, 3, 4, 5 or 6 radicals selected from the group consisting of halogen, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, phenyl which may be substituted with 1, 2, 3, 4 or 5 radicals R10, and 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 and SO2, as ring members, where the heterocyclic ring may be substituted with 1, 2, 3, 4 or 5 radicals R10;
• R8 independently of its occurrence, is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, C1-C6-alkoxy-C1-C6-alkyl, C(═O)R15, C(═O)NR17aR17b, C(═S)NR17aR17b, C(═O)OR16,
• phenyl, phenyl-C1—C-4-alkyl, where the phenyl ring in the last two mentioned radicals is unsubstituted or substituted with 1, 2, 3, 4 or 5 identical or different substituents R10, and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• R8a independently of its occurrence, is selected from the group consisting of C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein each of the five last mentioned radicals are unsubstituted, partly or completely halogenated,
• phenyl, benzyl, where the phenyl ring in the last two mentioned radicals is unsubstituted or may be substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10,
• and a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• R9 independently of its occurrence, is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl,
• phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different substituents R10;
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic C-bound heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• R9a, R9b are each independently from one another selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl,
• S(O)nR16, —S(O)nNR17aR17b, C(═O)R15, C(═O)OR16, C(═O)NR17aR17b, C(═S)R15, C(═S)SR16, C(═S)NR17aR17b, C(═NR17)R15;
• phenyl, benzyl, 1-phenethyl or 2-phenethyl, where the phenyl ring in the last four mentioned radicals is unsubstituted or may be substituted with 1, 2, 3, 4 or 5 identical or different substituents R10;
• and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic C-bound heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• or,
• R9a and R9b are together a C2-C7 alkylene chain and form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partly saturated or unsaturated aromatic ring together with the nitrogen atom they are bonded to, wherein the alkylene chain may contain one or two heteroatoms, which are, independently of each other, selected from oxygen, sulfur or nitrogen, and where the alkylene chain may optionally be substituted with 1, 2, 3 or 4 radicals selected from halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl, phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different substituents R10, and a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic C-bound heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized,
• or
• R9a and R9b together may form ═CR13R14, ═NR17, ═NOR16, ═NNR17aR17b moiety;
• R9c, R9d are each independently from one another selected from the group consisting of hydrogen, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6 haloalkynyl,
• S(O)nR16, —S(O)nNR17aR17b, C(═O)R15, C(═O)OR16, C(═O)NR17aR17b, C(═S)R15, C(═S)SR16, C(═S)NR17aR17b, C(═NR17)R15;
• phenyl, benzyl, where the phenyl ring in the last two mentioned radicals is unsubstituted or may be substituted with 1, 2, 3, 4 or 5 identical or different substituents R10;
• and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic C-bound heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is optionally substituted with 1, 2, 3 or 4 identical or different substituents R10, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized;
• R10 independently of its occurrence, is selected from the group consisting of halogen, cyano, azido, nitro, SCN, SF5, C1-C10-alkyl, C3-C8-cycloalkyl, C2-C10-alkenyl, C2-C10-alkynyl, wherein the carbon atoms of the aforementioned aliphatic and cycloaliphatic radicals may optionally be substituted with 1, 2, 3, 4 or 5 identical or different radicals R10a,
• Si(R11)2R12, OR16, OS(O)nR16, —S(O)nR16, S(O)nNR17aR17b, NR17aR17b, C(═O)R15, C(═S)R15, C(═O)OR16, —C(═NR17)R15, C(═O)NR17aR17b, C(═S)NR17aR17b,
• phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different radicals selected from OH, halogen, cyano, nitro, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy, and
• a 3-, 4-, 5-, 6- or 7-membered saturated, partly saturated or unsaturated aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms as ring members, which are identical or different and selected from oxygen, nitrogen and sulfur, where the heterocyclic ring is unsubstituted or may be substituted with 1, 2, 3, 4 or 5 substituents selected independently from one another from halogen, cyano, NO2, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized;
• or
• two R10 present together on one carbon ring atom of a saturated or partly unsaturated heterocyclic radical may form ═O, ═CR13R14, ═S, ═NR17, ═NOR16, ═NNR17aR17b;
• or,
• two R10 on adjacent carbon ring atoms may also be a bivalent radical selected from CH2CH2CH2CH2, CH═CH—CH═CH, N═CH—CH═CH, CH═N—CH═CH, N═CH—N═CH, 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, CH2CH2NR17, CH2CH═N, CH═CH—NR17, OCH═N, SCH═N and form together with the carbon atoms to which the two R10 are bonded to a 5-membered or 6-membered partly saturated or unsaturated, aromatic carbocyclic or heterocyclic ring, wherein the ring may optionally be substituted with one or two substituents selected from ═O, OH, CH3, OCH3, halogen, cyano, halomethyl and halomethoxy;
• R10a independently of its occurrence, is selected from the group consisting of halogen, cyano, NO2, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl,
• Si(R11)2R12, OR16, OS(O)nR16, —S(O)nR16, S(O)nNR17aR17b, NR17aR17b, C(═O)R15, C(═S)R15, C(═O)OR16, —C(═NR17)R15, C(═O)NR17aR17b, C(═S)NR17aR17b,
• phenyl, optionally substituted with 1, 2, 3, 4 or 5 identical or different radicals selected from OH, halogen, cyano, nitro, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy;
• R11, R12 independently of their occurrence, are selected from the group consisting of C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, C3-C8-halocycloalkyl-C1-C4-alkyl, C1-C6-haloalkoxy-C1-C4-alkyl, phenyl and benzyl, where the phenyl ring in last two radicals are unsubstituted or substituted with 1, 2, 3, 4 or 5 identical or different radicals selected from halogen, OH, cyano, NO2, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy;
• R13, R14 independently of their occurrence, are selected from the group consisting of hydrogen, halogen, CN, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C4-alkoxy-C1-C4-alkyl, phenyl and benzyl;
• R15 independently of its occurrence, is selected from the group consisting of hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned aliphatic and cycloaliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C1-C4 alkoxy;
• phenyl, benzyl and pyridyl, wherein the last three radicals may be unsubstituted, partially or fully halogenated and/or to 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 or di-(C1-C6-alkyl)amino;
• R16 independently of its occurrence, is selected from the group consisting of hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, wherein the five last mentioned aliphatic and cycloaliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C1-C4 alkoxy,
• phenyl, benzyl and pyridyl, wherein the last three radicals may be unsubstituted, partially or fully halogenated and/or to 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 or di-(C1-C6-alkyl)amino;
• R17 independently of its occurrence, is selected from the group consisting of hydrogen, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, trimethylsilyl, triethylsilyl, tertbutyldimethylsilyl,
• C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned aliphatic and cycloaliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C1-C4-alkoxy,
• phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals may be 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,
• R17a, R17b are each independently from one another 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, tertbutyldimethylsilyl,
• C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, wherein the four last mentioned aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C1-C4-alkoxy,
• phenyl, benzyl, pyridyl, phenoxy, wherein the four last mentioned radicals may be 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,
• R17a and R17b may together be a C2-C6 alkylene chain forming a 3- to 7-membered saturated, partly saturated or unsaturated ring together with the nitrogen atom R17a and R17b are bonded to, wherein the alkylene chain may contain 1 or 2 heteroatoms selected, independently of each other, from oxygen, sulfur or nitrogen, and may optionally be substituted with halogen, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy, and wherein the nitrogen and/or the sulfur atom(s) of the heterocyclic ring may optionally be oxidized;
• or
• R17a and R17b together may form ═CR13R14, ═NR17 or ═NOR16 moiety;
• R17c independently of its occurrence, is selected from the group consisting of hydrogen, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, wherein the five last mentioned aliphatic and cycloaliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C1-C4 alkoxy,
• phenyl, benzyl and pyridyl, wherein the last three radicals may be unsubstituted, partially or fully halogenated and/or to 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 or di-(C1-C6-alkyl)amino;
• the stereoisomers, tautomers and the salts thereof.