Insecticidal compounds
A compound of formula (I): wherein A 1 , A 2 , A 3 , A 4 , G 1 , R 1 , R 2 , R 3 and R 4 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, molluscicidal or nematicidal compositions comprising them and to methods of using them to combat and control insect, acarine, mollusc or nematode pests.
1. A compound of formula (I)
wherein
A 1 , A 2 , and A 3 are independently of one another C—H, C—R 5 , or nitrogen, provided that no more than two of A 1 , A 2 , and A 3 are nitrogen;
A 4 is C—CN;
G 1 is oxygen or sulfur;
R 1 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 3 alkoxy-C 1 -C 3 alkyl-, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkoxycarbonyl-, aryl-C 1 -C 6 alkyl- or aryl-C 1 -C 6 alkyl- substituted by one to three R 6 , heterocyclyl-C 1 -C 6 alkyl- or heterocyclyl-C 1 -C 6 alkyl- substituted by one to three R 6 ; or
R 1 is aryl or aryl substituted by one to three R 6 , or
R 1 is heterocyclyl or heterocyclyl substituted by one to three R 6 ;
R 2 is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 alkylcarbonyl-, or C 1 -C 6 alkoxycarbonyl-;
R 3 is C 1 -C 6 haloalkyl;
R 4 is aryl or aryl substituted by one to three R 7 , or heterocyclyl or heterocyclyl substituted by one to three R 7 ;
each R 5 is independently halogen, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, or C 1 -C 6 alkoxycarbonyl-;
each R 6 is independently halogen, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylthio-, C 1 -C 6 haloalkylthio-, C 1 -C 6 alkylsulfinyl-, C 1 -C 6 haloalkylsulfinyl-, C 1 -C 6 alkylsulfonyl-, C 1 -C 6 haloalkylsulfonyl-, or C 1 -C 6 alkoxycarbonyl-; and
each R 7 is independently halogen, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, or C 1 -C 6 alkoxycarbonyl-; or a salt or N-oxide thereof.
2. A compound according to claim 1 wherein A 1 is C—H or C—R 5 .
3. A compound according to claim 1 wherein A 2 is C—H or C—R 5 .
4. A compound according to claim 1 wherein A 3 is C—H or C—R 5 .
5. A compound according to claim 1 wherein G 1 is oxygen.
6. A compound according to claim 1 wherein R 1 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 3 alkoxy-C 1 -C 3 alkyl-, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, aryl-C 1 -C 6 alkyl- or aryl-C 1 -C 6 alkyl- substituted by one to three R 6 , aryl or aryl substituted by one to three R 6 , or heterocyclyl or heterocyclyl substituted by one to three R 6 .
7. A compound according to claim 1 wherein R 2 is hydrogen, methyl, ethyl, methylcarbonyl-, or methoxycarbonyl-.
8. A compound according to claim 1 wherein R 3 is chlorodifluoromethyl or trifluoromethyl.
9. A compound according to claim 1 wherein R 4 is aryl or aryl substituted by one to three R 7 .
10. A compound according to claim 1 wherein each R 5 is independently bromo, chloro, fluoro, cyano, nitro, methyl, ethyl, trifluoromethyl, methoxy, difluoromethoxy, trifluoromethoxy, or methoxycarbonyl.
11. A method of combating and controlling insects, acarines, molluscs or nematodes which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (I) as defined in claim 1 .
12. An insecticidal, acaricidal, molluscicidal or nematicidal composition comprising an insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (I) as defined in claim 1 .
13. An insecticidal, acaricidal, molluscicidal or nematicidal composition according to claim 12 , wherein the composition contains one or more additional active ingredients.
14. A compound according to claim 1 wherein:
A 1 , A 2 , and A 3 are each C—H;
G 1 is oxygen; and
R 1 is aryl or aryl substituted by one to three R 6 .
15. A compound according to claim 14 wherein R 2 is hydrogen.
16. An insecticidal, acaricidal, molluscicidal or nematicidal composition comprising an insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (I) as defined in claim 14 .
17. An insecticidal, acaricidal, molluscicidal or nematicidal composition comprising an insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (I) as defined in claim 15 .