Isoxazoline-substituted benzamides and analogues as insecticides

A compound of formula (I),

• wherein
• A1, A2, A3 and A4 are, independently of one another, C—H, C—R5 or N;
• R1 is hydrogen, formyl, C1-C8alkyl, C1-C8alkylcarbonyl-, C1-C8alkoxy, C1-C8alkoxy-C1-C8alkyl or C1-C8alkoxycarbonyl, phenyl-C1-C8alkoxycarbonyl, phenyl-C1-C4alkyl, or phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R7;
• R2 is hydrogen, halogen, cyano, —NH(R8), —N(R8)(R9), —OR10, —SR10, —S(O)R10, —S(O)2R10, CORM, COOR10, C1-C8alkyl or C1-C8alkyl substituted by one to three R6a, C1-C8haloalkyl or C1-C8haloalkyl substituted by one to three R6a, C3-C8cycloalkyl or C3-C8cycloalkyl substituted by one to three R6b, C3-C8cycloalkyl where one carbon atom is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8alkyl, C3-C8cycloalkyl-C1-C8alkyl where one carbon atom in the cycloalkyl group is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8haloalkyl, C2-C8alkenyl or C2-C8alkenyl substituted by one to three R6a, C2-C8haloalkenyl or C2-C8haloalkenyl substituted by one to three R6a, C2-C8alkynyl, C2-C8haloalkynyl, phenyl, phenyl substituted by one to three R7, phenyl-C1-C4alkyl, phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R7, 5-6 membered heteroaryl, 5-6 membered heteroaryl substituted by one to three R7, or 5-6 membered heteroaryl-C1-C4alkyl or 5-6 membered heteroaryl-C1-C4alkyl wherein the heteroaryl moiety is substituted by one to three R7;
• R3 is C1-C8haloalkyl;
• R4 is phenyl or phenyl substituted by one to three R6b or pyridine or pyridine substituted by one to three R6b;
• each R5 is independently halogen, cyano, nitro, C1-C8alkyl, C3-C8cycloalkyl, C1-C8haloalkyl, C2-C8alkenyl, C2-C8haloalkenyl, C2-C8alkynyl, C2-C8haloalkynyl, C1-C8alkoxy, C1-C8haloalkoxy, or C1-C8alkoxycarbonyl-, or two R5 on adjacent carbon atoms together form a —CH═CH—CH═CH— bridge or a —N═CH—CH═CH— bridge;
• each R6a is independently halogen, cyano, nitro, amino, hydroxy, oxo, C1-C8alkylamino, hydroxyimino, C1-C8alkyloxyimino, di-C1-C8alkylamino, C1-C8alkoxy, acetyloxy, formyloxy, C1-C8halo alkoxy, C1-C4alkylthio or tri-(C1-C4alkyl)silyl;
• each R6b is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, amino, C1-C8alkylamino, di-C1-C8alkylamino, hydroxyl, C1-C4alkylthio, C1-C8alkoxy or C1-C8haloalkoxy;
• each R7 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, or C1-C8haloalkoxy;
• R8 and R9 are independently hydrogen, cyano, C1-C8alkyl or C1-C8alkyl substituted by one to three R6a, C1-C8alkoxy, C1-C8haloalkoxy, C1-C8haloalkoxy substituted by one to three R6a, C1-C8alkoxy substituted by one to three R6a,C1-C8haloalkyl or C1-C8haloalkyl substituted by one to three R6a, C3-C8cycloalkyl or C3-C8cycloalkyl substituted by one to three R6b, C3-C8cycloalkyl where one carbon atom is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8alkyl, C3-C8cycloalkyl-C1-C8alkyl where one carbon atom in the cycloalkyl group is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8haloalkyl, C2-C8alkenyl or C2-C8alkenyl substituted by one to three R6a, C2-C8haloalkenyl or C2-C8haloalkenyl substituted by one to three R6a, C2-C8alkynyl, C2-C8haloalkynyl, phenyl, phenyl substituted by one to three R7, phenyl-C1-C4alkyl, phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R7, 5-6 membered heteroaryl, 5-6 membered heteroaryl substituted by one to three R7, 5-6 membered heteroaryl-C1-C4alkyl or 5-6 membered heteroaryl-C1-C4alkyl wherein the heteroaryl moiety is substituted by one to three R7, or R8 and R9 together with the nitrogen atom can be linked through a C3-C8alkylene chain, a C3-C8alkylene chain substituted by one to three R6b or a C3-C8alkylene chain, where one carbon atom is replaced by O, S, S(O) or SO2;
• and
• R10 is hydrogen, cyano, C1-C8alkyl or C1-C8alkyl substituted by one to three R6a, C1-C8haloalkyl or C1-C8haloalkyl substituted by one to three R6a, C3-C8cycloalkyl or C3-C8cycloalkyl substituted by one to three R6b, C3-C8cycloalkyl where one carbon atom is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8alkyl, C3-C8cycloalkyl-C1-C8alkyl where one carbon atom in the cycloalkyl group is replaced by O, S, S(O) or SO2, or C3-C8cycloalkyl-C1-C8haloalkyl, C2-C8alkenyl or C2-C8alkenyl substituted by one to three R6a, C2-C8haloalkenyl or C2-C8haloalkenyl substituted by one to three R6a, C2-C8alkynyl, C2-C8haloalkynyl, phenyl, phenyl substituted by one to three R7, phenyl-C1-C4alkyl, phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R7, 5-6 membered heteroaryl, 5-6 membered heteroaryl substituted by one to three R7, or 5-6 membered heteroaryl-C1-C4alkyl or 5-6 membered heteroaryl-C1-C4alkyl wherein the heteroaryl moiety is substituted by one to three R7;
• or
• an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer and N-oxide thereof.