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US 10,206,400 B2Granted
Insecticidal compounds based on isoxazoline derivatives
AssigneeSyngenta Participations AG
InventorsJerome Yves Cassayre, Peter Renold, Myriem El Qacemi, Thomas Pitterna, Julie Clementine Toueg
Life of this patent
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Abstract
The present invention relates to compounds of formula (I): wherein A1, A2, A3, A4, G1, L, Y1, Y2, Y3, Y4, R1, R2, R3 and R4 are as defined in claim 1; or a salt or N-oxide thereof. Furthermore, the present invention relates to intermediates for preparing compounds of formula (I), to compositions comprising them and to methods of using them to combat and control insect, acarine, nematode and mollusc pests.
Claims1
A compound of formula (Int-I)
- wherein
- A1, A2, A3 and A4 are independently of one another C—H, C—R5, or nitrogen;
- G1 is oxygen or sulfur;
- L is a single bond or C1-C8alkylene;
- R1 is hydrogen, C1-C8alkyl, C1-C8alkylcarbonyl-, C1-C8alkoxy, C1-C8alkoxy-C1-C8alkyl or C1-C8alkoxycarbonyl-;
- R2 is hydrogen, C1-C8haloalkyl or C1-C8alkyl;
- 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, C1-C8alkoxycarbonyl-, or two R5 on adjacent carbon atoms together form a —CH═CH CH═CH— bridge or a —N═CH—CH═CH— bridge;
- Y1 is CR7R8, Y2 is O, Y3 is N—R9 and Y4 is C═O;
- each R7 and R8 is independently hydrogen, halogen, C1-C8alkyl, or C1-C8haloalkyl;
- each R9 is independently hydrogen, cyano, cyano-C1-C8alkyl, C1-C8haloalkyl, C3-C8cycloalkyl, 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, C1-C8hydroxyalkyl, C1-C8alkoxy-C1-C8alkyl, C2-C8alkenyl, C2-C8haloalkenyl, C2-C8alkynyl, C2-C8haloalkynyl, phenyl, phenyl substituted by one to three R10, phenyl-C1-C4alkyl, phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R10, 5-6 membered heteroaryl-C1-C4alkyl or 5-6 membered heteroaryl-C1-C4alkyl wherein the heteroaryl moiety is substituted by one to three R10, C1-C4alkyl-(C1-C4alkyl-O—N═)C—CH2—;
- each R10 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, or C1-C8haloalkoxy;
- and
- XB is a leaving group, or XH is cyano, formyl, CH═N—OH or acetyl;
- or
- a salt or N-oxide thereof;
- or
- a compound of formula (Int-II)
- wherein
- A1, A2, A3 and A4 are independently of one another C—H, C—R5, or nitrogen;
- G1 is oxygen or sulfur;
- L is a single bond or C1-C8alkylene;
- R1 is hydrogen, C1-C8alkyl, C1-C8alkylcarbonyl-, C1-C8alkoxy, C1-C8alkoxy-C1-C8alkyl or C1-C8alkoxycarbonyl-;
- R2 is hydrogen, C1-C8haloalkyl or C1-C8alkyl;
- 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, C1-C8alkoxycarbonyl-, or two R5 on adjacent carbon atoms together form a —CH═CH CH═CH— bridge or a —N═CH—CH═CH— bridge;
- Y1 is CR7R8, Y2 is O, Y3 is N—R9 and Y4 is C═O;
- each R7 and R8 is independently hydrogen, halogen, C1-C8alkyl, or C1-C8haloalkyl;
- each R9 is independently hydrogen, cyano, cyano-C1-C5alkyl, C1-C5alkyl, C1-C8haloalkyl, C5-C8cycloalkyl, 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, C1-C8hydroxyalkyl, C1-C8alkoxy-C1-C8alkyl, C2-C8alkenyl, C2-C8haloalkenyl, C2-C8alkynyl, C2-C8haloalkynyl, phenyl, phenyl substituted by one to three R10, phenyl-C1-C4alkyl, phenyl-C1-C4alkyl wherein the phenyl moiety is substituted by one to three R10, 5-6 membered hetcroaryl-C1-C4alkyl or 5-6 membered heteroaryl-C1-C4alkyl wherein the heteroaryl moiety is substituted by one to three R10, C1-C4alkyl-(C1-C4alkyl-O—N═)C—CH2—;
- each R10 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, or C1-C8haloalkoxy;
- and
- XC is CH2-halogen, CH═C(R3)R4, or CH2C(OH)(R3)R4 wherein
- R3 is C1C8haloalkyl;
- R4 is aryl or aryl substituted by one to three R6, or R4 is heterocyclyl or heterocyclyl substituted by one to three R6;
- and
- each R6 is independently halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, or C1-C8haloalkoxy;
- or
- a salt or N-oxide thereof.
33 more elements
Dependencies are inferred from the claim text.