US2022104496A1PendingUtilityA1
Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
Est. expiryJul 2, 2033(~7 yrs left)· nominal 20-yr term from priority
Inventors:Andrew EdmundsMichel MuehlebachAndre StollerOlivier LoiseleurAnke BuchholzOttmar Franz HueterRoger Graham HallDaniel EmeryPierre Joseph Marcel JungLong LuYaming WuAurelien BigotRuifang Chen
A61P 33/00C07D 487/04A01N 43/90C07D 471/04C07D 471/12C07D 498/04
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Claims
Abstract
Compounds of formula IA-B (I),wherein A is a radical selected from the group consisting of formulae A1 to A8:wherein the arrow denotes the point of attachment to the radical B; andB is a radical selected from the group consisting of formulae B1 to B11:wherein the arrow denotes the point of attachment to the radical A; and wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as insecticides and can be prepared in a manner known per se.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . A compound of formula I,
A-B (I),
wherein A is a radical selected from the group consisting of formulae A 1 to A 8 :
wherein the arrow denotes the point of attachment to the radical B; and
B is a radical selected from the group consisting of formulae B 1 to B 11 :
wherein the arrow denotes the point of attachment to the radical A;
wherein
L 1 is methylene or a direct bond;
V 0 nitrogen or CR 5 ;
V 1 is nitrogen or CR 20 ;
V 2 is nitrogen or CR 21 ;
V 3 is nitrogen or CR 22 ;
V 4 is nitrogen or CR 23 ;
V 5 is nitrogen or CR 24 ;
V 5 is nitrogen or CR 25 ;
V 7 is nitrogen or CR 26 ;
V 8 is nitrogen or CR 27 ;
V 9 is nitrogen, or CR 28 ;
V 10 is nitrogen or CR 29 ;
V 11 is nitrogen or CR 30 ;
G 1 is nitrogen or CR 31 ;
G 2 is nitrogen or CR 32 ;
G 3 is —NR 35 , an oxygen atom or a sulphur atom;
G 4 is nitrogen or CR 33 ;
G 5 is nitrogen or CR 34 ;
J 1 , J 2 , J 3 together form together a 5 membered heterocyclic ring, which can be saturated or unsaturated, containing one or two atoms selected from the group consisting of nitrogen, oxygen and sulphur, which ring can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, halogen and or C 1 -C 6 haloalkyl, with the proviso that if the ring contains two oxygen atoms, or two sulphur atoms, they are separated by one carbon atom;
R 1 and R 2 are the same or different and each represents, hydrogen, halogen, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl;
R 3 is a C 1 -C 6 alkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl group which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 alkynyloxy, C 2 -C 6 haloalkynyloxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, cyano, hydroxy, halogen, C 3 -C 6 cycloalkyl, said C 3 -C 6 cycloalkyl itself can be mono- or polysubstituted by substituents selected from halogen and C 1 -C 3 alkyl; and by a 5- or 6-membered heterocyclic group, which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, C 1 -C 6 alkylamino, C 1 -C 6 haloalkylamino, C 2 -C 8 dialkylamino, C 2 -C 8 halodialkylamino, halogen, cyano and nitro;
or R 3 is C 3 -C 6 cycloalkyl, which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 alkynyloxy, C 2 -C 6 haloalkynyloxy and halogen;
or R 3 is a 5- or 6-membered heterocyclic group, which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, C 1 -C 6 alkylamino, C 1 -C 6 haloalkylamino, C 2 -C 8 dialkylamino, C 2 -C 8 halodialkylamino, halogen, cyano and nitro;
or R 3 is —CO 2 R 36 , —C(O)R 36 or hydrogen;
R 35 is hydrogen, C 1 -C 6 alkyl which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 alkynyloxy, C 2 -C 6 haloalkynyloxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 alkoxycarbonyl, cyano, hydroxy, halogen and C 3 -C 6 cycloalkyl, said C 3 -C 6 cycloalkyl itself can be mono- or polysubstituted by substituents selected from halogen and C 1 -C 3 alkyl; or an N-oxide thereof;
R 4 , R 5 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , and R 30 are the same or different and represents cyano, nitro, halogen, hydroxy, C 1 -C 6 alkenyloxy, C 1 -C 5 -haloalkoxy, C 3 -C 6 cycloalkyl, —C(O)R 36 or hydrogen; or
C 1 -C 6 alkyl which can be mono- or polysubstituted by substituents selected from the group consisting of cyano, halogen, hydroxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 alkynyloxy, C 2 -C 6 haloalkynyloxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, cyano, hydroxy, halogen and C 3 -C 6 cycloalkyl, said cycloalkyl itself can be substituted by substituents selected from the group consisting of halogen and C 1 -C 3 alkyl; or represents
a phenyl group which can be mono or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, C 1 -C 6 alkylamino, C 1 -C 6 haloalkylamino, C 2 -C 8 dialkylamino, C 2 -C 8 halodialkylamino, halogen, cyano, and nitro;
R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 and R 19 are the same or different and represents C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or hydrogen, and the group CR 13 R 14 can additionally be a carbonyl group C═O;
R 31 , R 32 , R 33 and R 34 are the same or different and represents C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, —OR 7 , —S(O) n R 36 , —NR 36 R 37 , —CO 2 R 36 ,—C(O)R 36 , cyano, nitro, halogen or hydrogen;
R 36 and R 37 are the same or different and represents hydrogen, C 1 -C 6 alkyl which can be mono- or polysubstituted by substituents selected from C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 alkynyloxy, C 2 -C 6 haloalkynyloxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, cyano, hydroxy, halogen and C 3 -C 6 cycloalkyl, wherein said C 3 -C 6 cycloalkyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen and C 1 -C 3 alkyl; or
R 36 and R 37 are the same or different and represents
a phenyl group which can be mono- or polysubstituted by substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 1 -C 6 alkylsulphanyl, C 1 -C 6 haloalkylsulphanyl, C 1 -C 6 alkylsulphinyl, C 1 -C 6 haloalkylsulphinyl, C 1 -C 6 alkylsulphonyl, C 1 -C 6 haloalkylsulphonyl, C 2 -C 6 alkylcarbonyl, C 2 -C 6 haloalkylcarbonyl, C 2 -C 6 alkoxycarbonyl, C 2 -C 6 haloalkoxycarbonyl, C 1 -C 6 alkylamino, C 1 -C 6 haloalkylamino, C 2 -C 8 dialkylamino, C 2 -C 8 halodialkylamino, halogen, cyano, and nitro;
each m independently represents 0, 1 or 2, and n represents 0, 1 or 2, with the proviso that:
a) in —S(O) n R 36 , R 36 is hydrogen when n is 0;
b) if B is 1, then A is different from A2, A3 and A5;
c) if A is A1, then B is different from 1, B7, B8, B9 and B10;
d) if A is A 5 , then B is different from B 10 ;
or an agrochemically acceptable salt, enantiomer, diastereomer, tautomer, or N-oxide thereof.
2 . A compound of formula I according to claim 1 , represented by the combinations of Radical A2 with radicals B selected from B7, B9 and B11;
wherein A2 is represented by the radical A2.1
wherein R 40 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
G 21 is nitrogen, CH, C—C 1 -C 6 alkyl, C—C 1 -C 6 haloalkyl, C-halogen, C—CN, C—O—C 1 -C 4 alkyl, C—S—C 1 -C 4 alkyl, C—SO 2 —C 1 -C 4 alkyl, C—S-phenyl, C—SO 2 -phenyl or C—SO 2 —C 1 -C 4 halolakyl; and
G 51 is nitrogen, CH, C—C 1 -C 6 alkyl, C—C 1 -C 06 haloalkyl, C-halogen, C—CN, C—O—C 1 -C 4 alkyl, C—S—C 1 -C 4 alkyl, C—SO 2 —C 1 -C 4 alkyl, C—S-phenyl, C—SO 2 -phenyl or C—SO 2 —C 1 -C 4 halolakyl; and the radicals B7, B9 and B11 are represented by the radicals selected from B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine,
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
3 . A compound of formula I according to claim 1 , represented by the combinations of Radical A3 with radicals B selected from B7, B9 and B11;
wherein A3 is represented by the radical A3.1
wherein R 47 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
G 41 is nitrogen, CH, C—C 1 -C 6 alkyl, C—C 1 -C 6 haloalkyl, C-halogen, C—CN, C—O—C 1 -C 4 alkyl, C—S—C 1 -C 4 alkyl, C—SO 2 —C 1 -C 4 alkyl, C—S-phenyl, C—SO 2 -phenyl or C—SO 2 —C 1 -C 4 halolakyl; and
G 22 is nitrogen, CH, C—C 1 -C 6 alkyl, C—C 1 -C 6 haloalkyl, C-halogen, C—CN, C—O—C 1 -C 4 alkyl, C—S—C 1 -C 4 alkyl, C—SO 2 —C 1 -C 4 alkyl, C—S-phenyl, C—SO 2 -phenyl or C—SO 2 —C 1 -C 4 halolakyl; and the radicals B7, B9 and B11 are represented by the radicals selected from B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine,
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
4 . A compound of formula I according to claim 1 , represented by the combinations of Radical A4 with radical B1;
wherein A4 is represented by the radical A4.1
wherein R 48 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
J 3 is sulphur, oxygen or N-methyl; and
R 49 is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, halogen, CN, O—C 1 -C 4 alkyl, S—C 1 -C 4 alkyl, SO 2 —C 1 -C 4 alkyl, S-phenyl, SO 2 -phenyl or SO 2 —C 1 -C 4 halolakyl;
and the radical 1 is
wherein m is 0, 1 or 2;
R 51 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 50 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
5 . A compound of formula I according to claim 1 , represented by the combinations of Radical A5 with radicals B selected from 1, B7, B9 and B11;
wherein A5 is represented by the radical A5.1
wherein
G 55 is nitrogen or C—R 53 ;
R 53 is C 1 -C 4 alkyl;
G 25 is nitrogen or methine; and
R 52 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
and the radicals B1, B7, B9 and B11 are represented by the radicals selected from B1.1, B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
R 51 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 50 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine;
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
6 . A compound of formula I according to claim 1 , represented by the combinations of Radical A6 with radicals B selected from 1, B7, B9 and B11;
wherein A6 is represented by the radical A6.1
wherein
G 36 is N—R 55 , oxygen or sulfur;
R 55 is C 1 -C 4 alkyl;
G 26 is nitrogen or methine; and
R 54 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
and the radicals B1, B7, B9 and B11 are represented by the radicals selected from B1.1, B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
R 51 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 50 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine,
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
7 . A compound of formula I according to claim 1 , represented by the combinations of radical A7 with radicals B selected from 1, B7, B9 and B11;
wherein A7 is represented by the radical A7.1
wherein
G 57 is nitrogen or C—R 57 ;
R 57 is hydrogen or C 1 -C 4 alkyl; and
R 56 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
and the radicals B1, B7, B9 and B11 are represented by the radicals selected from B1.1, B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
R 51 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 50 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine;
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
8 . A compound of formula I according to claim 1 , represented by the combinations of Radical A8 with radicals B selected from 1, B7, B9 and B11;
wherein A8 is preferably represented by the radical A8.1
wherein
G 48 is nitrogen or C—R 59 ;
R 59 is hydrogen or C 1 -C 4 alkyl; and
R 58 is halogen, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl), SF 5 , phenylcarbonylthio, mercapto or C 1 -C 4 alkoxycarbonyl;
and the radicals B1, B7, B9 and B11 are preferably represented by the radicals selected from B1.1, B7.1, B9.1 and B11.1
wherein m is 0, 1 or 2;
R 51 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 50 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 82 is nitrogen or methine;
R 41 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 42 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;
wherein m is 0, 1 or 2;
V 81 is nitrogen or methine;
R 43 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 44 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
wherein m is 0, 1 or 2;
R 45 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; and
R 46 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 haloalkoxy, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl.
9 . A compound of formula I according to 1 , wherein L 1 , in reference to each of B, is a direct bond.
10 . A compound of formula I according to 1 , wherein R 1 , in reference to each of A, is the same or different and each represents hydrogen, halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl.
11 . A compound of formula I according to 10 , wherein R 2 , in reference to each of A, is the same or different and each represents hydrogen, halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl.
12 . A compound of formula I according to 10 , wherein R 3 , in reference to each of B, is the same or different and each represents C 1 -C 3 alkyl or C 1 -C 3 haloalkyl.
13 . A compound of formula I according to 10 , wherein R 4 , in reference to each of B, is the same or different and each represents hydrogen or C 1 -C 3 alkyl.
14 . An insecticidal, acaricidal, nematicidal or molluscicidal composition, comprising an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I according to claim 1 and a suitable carrier or diluent therefor.
15 . A method of combating and controlling pests which comprises applying an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I according to claim 1 or a composition comprising a compound of formula I, to a pest, a locus of pest, or to a plant susceptible to attack by a pest, with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practised on the human or animal body.
16 . A method for the protection of plant propagation material from the attack by pests, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition according to claim 14 .
17 . Plant propagation material treated in accordance with the method described in claim 16 .Cited by (0)
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