INSECTICIDAL COMPOUNDS

摘要

The invention relates to compounds of formula (I):;;where A1, A2, A3, A4, G, R1, R2, R3 and R4 are as defined in claim 1; or a salt or N-oxide thereof.;Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

主权项

1. A compound of formula (IA) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R1 is hydrogen, methyl, ethyl, methylcarbonyl-, or methoxycarbonyl; R2 is a group of formula (IIc) where R13 is C1-C8alkyl, m is 0, 1, 2, 3, 4, or 5, and Y2 is S, SO, SO2, S═N—R10, SO═N—R10 or C═N—OR10; 3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; each R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; each R10 is independently hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkylcarbonyl-, C1-C8haloalkylcarbonyl-, C1-C8alkoxycarbonyl-, C1-C8haloalkoxycarbonyl-, C1-C8alkyl-sulfonyl-, C1-C8haloalkylsulfonyl-, aryl-C1-C4alkylene- or aryl-C1-C4alkylene- where the aryl moiety is substituted by one to three R12, or heteroaryl-C1-C4alkylene- or heteroaryl-C1-C4alkylene- where the heteroaryl moiety is substituted by one to three R12; each R12 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy- or C1-C8alkoxycarbonyl-; G is oxygen; and R is C1-C6alkoxy; or a compound of formula (VA) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; R is C1-C6alkoxy; and XA is a halogen atom; or a compound of formula (XIA) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; each R is independently C1-C6alkoxy; G is oxygen; and XA is a halogen atom; or a compound of formula (XVII) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R1 is hydrogen, methyl, ethyl, methylcarbonyl-, or methoxycarbonyl; R2 is a group of formula (IIc) where R13 is C1-C8alkyl, m is 0, 1, 2, 3, 4, or 5, and Y2 is S, SO, SO2, S═N—R10, SO═N—R10 or C═N—OR10; each R10 is independently hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkylcarbonyl-, C1-C8haloalkylcarbonyl-, C1-C8alkoxycarbonyl-, C1-C8haloalkoxycarbonyl-, C1-C8alkyl-sulfonyl-, C1-C8haloalkylsulfonyl-, aryl-C1-C4alkylene- or aryl-C1-C4alkylene- where the aryl moiety is substituted by one to three R12, or heteroaryl-C1-C4alkylene- or heteroaryl-C1-C4alkylene- where the heteroaryl moiety is substituted by one to three R12; each R12 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy- or C1-C8alkoxycarbonyl-; R1′, R2′ and R3′ are each independently C1-C8 alkyl, C1-C8 haloalkyl, phenyl or phenyl optionally substituted with one to five groups independently selected from halogen and C1-C8 alkyl; and R4′ is C1-C8 alkyl or C1-C8 haloalkyl; or a compound of formula (XX) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R1 is hydrogen, methyl, ethyl, methylcarbonyl-, or methoxycarbonyl; R2 is a group of formula (IIc) where R13 is C1-C8alkyl, M is 0, 1, 2, 3, 4, or 5, and Y2 is S, SO, SO2, S═N—R10, SO═N—R10 or C═N—OR10; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; each R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; each R10 is independently hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkylcarbonyl-, C1-C8haloalkylcarbonyl-, C1-C8alkoxycarbonyl-, C1-C8haloalkoxycarbonyl-, C1-C8alkyl-sulfonyl-, C1-C8haloalkylsulfonyl-, aryl-C1-C4alkylene- or aryl-C1-C4alkylene- where the aryl moiety is substituted by one to three R12, or heteroaryl-C1-C4alkylene- or heteroaryl-C1-C4alkylene- where the heteroaryl moiety is substituted by one to three R12; each R12 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy- or C1-C8alkoxycarbonyl-; ; or a compound of formula (XXIV) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; and XA is a halogen atom; or a compound of formula (XXVI) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R1 is hydrogen, methyl, ethyl, methylcarbonyl-, or methoxycarbonyl; R2 is a group of formula (IIc) where R13 is C1-C8alkyl, m is 0, 1, 2, 3, 4, or 5, and Y2 is S, SO, SO2, S═N—R10, SO═N—R10 or C═N—OR10; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; each R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; each R10 is independently hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkylcarbonyl-, C1-C8haloalkylcarbonyl-, C1-C8alkoxycarbonyl-, C1-C8haloalkoxycarbonyl-, C1-C8alkyl-sulfonyl-, C1-C8haloalkylsulfonyl-, aryl-C1-C4alkylene- or aryl-C1-C4alkylene- where the aryl moiety is substituted by one to three R12, or heteroaryl-C1-C4alkylene- or heteroaryl-C1-C4alkylene- where the heteroaryl moiety is substituted by one to three R12; each R12 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy- or C1-C8alkoxycarbonyl-; or a compound of formula (XXVII) wherein A1 is C—R5, A2 is C—H, A3 is C—H and A4 is C—H; R3 is chlorodifluoromethyl or trifluoromethyl; R4 is phenyl substituted by one to three R7; R5 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkenyl, C1-C8haloalkenyl, C1-C8alkynyl, C1-C8haloalkynyl, C3-C10cycloalkyl, C1-C8alkoxy-, C1-C8haloalkoxy-, C1-C8alkylthio-, C1-C8haloalkylthio-, C1-C8alkylsulfinyl-, C1-C8haloalkyl-sulfinyl-, C1-C8alkylsulfonyl- or C1-C8haloalkylsulfonyl-; each R7 is independently bromo, chloro, fluoro, or trifluoromethyl; and XA is a halogen atom.