Azoline compounds substituted by a condensed ring system

Azoline compounds of the formula I

• wherein
• X1 is O or CH2;
• A is a group A1 or A2;
• wherein
• A1 is a group of following formula:
• wherein
• # denotes the bond to an aromatic ring of formula (I);
• and
• W is selected from the group consisting of O and S;
• and
• A2 is a group —C(R7a)(R7b)—N(R52)—C(═O)—R62
• B1, B2, B3, B4 and B5 are independently selected from the group consisting of N and CR2, wherein at most one of B1, B2, B3, B4 and B5 is N;
• Rg1 and Rg2 form together a bridging group selected from the group consisting of —CH2CH2O—, —OCH2CH2—, —CH2OCH2—, —OCH2O—, —CH2CH2S(O)P—, —S(O)pCH2CH2—, —CH2S(O)CH2—, —S(O)pCH2S(O)P—, —OCH2S(O)—, —S(O)pCH2O—, —OCH2CH2CH2—, —CH2CH2CH2O—, —CH2OCH2CH2—, —CH2CH2OCH2—, —OCH2CH2O—, —OCH2H2—, —OCH2CH2—, —OCH2OCH2—, —CH2OCH2O—, —S(O)pCH2CH2CH2—, —CH2CH2CH2S(O)p—, —CH2S(O)CH2CH2—, —CH2CH2S(O)pCH2—, —S(O)pCH2CH2S(O)P—, —S(O)pCH2S(O)CH2—, —CH2S(O)pCH2S(O)p—, —S(O)pCH2CH2O—, —OCH2CH2S(O)p—, —S(O)pCH2OCH2—, —OCH2S(O)CH2—, —CH2OCH2S(O)— and —CH2S(O)CH2O—;
• wherein p is one of 0, 1, and 2,
• wherein each of H of the bridging group is a substituent independently selected from the group consisting of:
• hydrogen, halogen, methyl, halogenated methyl, hydroxyl, methoxy and halogenated methoxy;
• and wherein no more than two CH2 groups of the bridging group are replaced by a C═O group;
• R1 is C1-haloalkyl;
• each R2 is independently selected from the group consisting of hydrogen, halogen, C1-C2-haloalkoxy, and C1-C2-haloalkyl;
• R3a and R3b, independently of each other, are selected from the group consisting of hydrogen and halogen;
• R7a and R7b, independently of each other, are selected from the group consisting of hydrogen, cyano, methyl, and C1-haloalkyl;
• R51 and R52, independently of each other, are selected from the group consisting of hydrogen, C1-C3-alkyl, C2-C3-alkenyl, C2-C3-alkynyl, C1-C6-alkoxymethyl, and CH2—CN;
• R61 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkyl carrying no more than two radicals R81, C1-C6-haloalkyl carrying one radical R81, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl which may be substituted by 1 or 2 CN substituents, C3-C6-halocycloalkyl, —N(R101a)R101b, —CH═NOR91, phenyl, phenyl substituted with no more than five 1, 2, 3, 1, or 5 substituents R16, and a heterocyclic ring selected from rings E-1 to E-63
• wherein in rings E-1 to E-63
• the zigzag line denotes an attachment point to the remainder of the molecule;
• k is 0, 1, 2 or 3;
• n is 0, 1 or 2;
• and
• R16 is as defined below;
• R62 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkyl substituted by no more than two radicals R82, C1-C6-haloalkyl carrying one radical R82, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl carrying a CN substituent, C3-C6-halocycloalkyl, —N(R102a)R102b, —C(═O)N(R112a)R112b, —CH═NOR92, phenyl, phenyl substituted with no more than five substituents R16, and a heterocyclic ring selected from rings of formulae E-1 to E-63 as defined above;
• each R81 is independently selected from the group consisting of OH, CN, C3-C8-cycloalkyl, C3-C8-cycloalkyl carrying a CN substituent, C3-C8-cycloalkyl carrying a C1-haloalkyl substituent, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, —C(═O)N(R101c)R101d, phenyl, phenyl substituted with no more than five substituents R16, and a heterocyclic ring selected from rings E-1 to E-63 as defined above;
• each R82 is independently selected from the group consisting of OH, CN, C3-C6-cycloalkyl, C3-C6-cycloalkyl carrying a CN substituent, C3-C6-cycloalkyl carrying a C1-haloalkyl substituent, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, —C(═O)N(R102c)R102d, phenyl, phenyl substituted with no more than five substituents R16, and a heterocyclic ring selected from rings E-1 to E-63 as defined above;
• R91 and R92, independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, and C1-C6-haloalkyl;
• R101a, R102a, R102c and R112a, independently of each other, are selected the group consisting of from hydrogen and C1-C6-alkyl;
• R101b is selected from the group consisting of hydrogen, —C(═O)N(R14a)R14b, phenyl, phenyl substituted with no more than five substituents R16, and a heterocyclic ring selected from rings of formulae E-1 to E-42 as defined above;
• R102b is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, CH2—CN, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkylmethyl, C3-C6-halocycloalkylmethyl, phenyl, phenyl substituted with no more than five substituents R16, and a heterocyclic ring selected from rings of formulae E-1 to E-42 as defined above;
• R101c is selected from the group consisting of hydrogen, C1-C6-alkyl, C2-C3-alkynyl, and CH2—CN;
• R101d is selected from the group consisting of hydrogen, C1-C6-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, CH2—CN, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkylmethyl, C3-C6-halocycloalkylmethyl, C1-C6-alkoxy, C1-C6-haloalkoxy, phenyl, phenyl having no more than five substituents independently selected from the group consisting of hydrogen, halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, and C1-C4-haloalkylthio, and a heterocyclic ring selected from rings of formulae E-1 to E-63 as defined above;
• R102d and R112b, independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl C3-C6-cycloalkyl carrying a CN substituent, C3-C6-halocycloalkyl, C3-C6-cycloalkylmethyl, and C3-C6-halocycloalkylmethyl;
• R14a is selected from the group consisting of hydrogen and C1-C6-alkyl;
• R14b is selected from the group consisting of hydrogen, C1-C6-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, CH2—CN, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkylmethyl, C1-C4-alkoxy, and C1-C4-haloalkoxy;
• and
• each R16 is one of:
• (i) independently selected from the group consisting of halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-halocycloalkyl-C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, aminocarbonyl, C1-C4-alkylaminocarbonyl and di-(C1-C4-alkyl)aminocarbonyl;
• (ii) two R1 present on the same carbon atom of a saturated ring may form together ═O or ═S;
• or
• (iii) two R16 present on the same S or SO ring member of a heterocyclic ring may together form a group ═N(C1-C6-alkyl), ═NO(C1-C6-alkyl), ═NN(H)(C1-C6-alkyl) or ═NN(C1-C6-alkyl)2;
• and N-oxides, stereoisomers, and agriculturally or veterinarily acceptable salts thereof.