Tricyclic carboxamides for controlling arthropods

1. A compound of formula (I)

in which

R 1 is H, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 6 -,C 10 -,C 14 -aryl(C1-C3)-alkyl, 3, 4, 5, 6, 7, 8, 9 or 10-membered heterocyclyl or 3, 4, 5, 6, 7, 8, 9 or 10-membered-heterocyclyl(C 1 -C 3 )-alkyl, optionally in each case mutually independently substituted by one or more substituents, selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C 1 -C 4 -carboxyl, carbonamide, SF 5 , aminosulfonyl, C 1 -C 4 -alkyl, C 3 -C 4 -cycloalkyl, C 2 -C 4 -alkenyl, C 5 -C 6 -cycloalkenyl, C 2 -C 4 -alkynyl, N-mono-C 1 -C 4 -alkylamino, N,N-di-C 1 -C 4 -alkylamino, N—C 1 -C 4 -alkanoylamino, C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 2 -C 4 -alkynyloxy, C 3 -C 4 -cycloalkoxy, C 5 -C 6 -cycloalkenyloxy, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyloxycarbonyl, C 6 -,C 10 -,C 14 -aryloxycarbonyl, C 1 -C 4 -alkanoyl, C 2 -C 4 -alkenylcarbonyl, C 2 -C 4 -alkynylcarbonyl, C 6 -,C 10 -,C 14 -arylcarbonyl, C 1 -C 4 -alkylsulfanyl, C 3 -C 4 -cycloalkylsulfanyl, C 1 -C 4 -alkylthio, C 2 -C 4 -alkenylthio, C 5 -C 6 -cycloalkenylthio, C 2 -C 4 -alkynylthio, C 1 -C 4 -alkylsulfenyl and C 1 -C 4 -alkylsulfinyl, wherein both enantiomers of the C 1 -C 4 -alkylsulfinyl group are included, C 1 -C 4 -alkylsulfonyl, N-mono-C 1 -C 4 -alkylaminosulfonyl, N,N-di-C 1 -C 4 -alkylaminosulfonyl, C 1 -C 4 -alkylphosphinyl, C 1 -C 4 -alkylphosphonyl, wherein for C 1 -C 4 -alkylphosphinyl or C 1 -C 4 -alkylphosphonyl both enantiomers are included, N—C 1 -C 4 -alkylaminocarbonyl, N,N-di-C 1 -C 4 -alkylaminocarbonyl, N—C 1 -C 4 -alkanoylaminocarbonyl, N—C 1 -C 4 -alkanoyl-N—C 1 -C 4 -alkylaminocarbonyl, C 6 -,C 10 -,C 14 -aryl, C 6 -,C 10 -,C 14 -aryloxy, benzyl, benzyloxy, benzylthio, C 6 -,C 10 -,C 14 -arylthio, C 6 -,C 10 -,C 14 -arylamino, benzylamino, heterocyclyl and trialkylsilyl;

R 2 is H or C 1 -C 6 -alkyl, optionally substituted by one or more substituents mutually independently selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, mercapto, C 1 -C 4 -carboxyl, carbonamide, aminosulfonyl, C 1 -C 4 -alkyl, C 3 -C 4 -cycloalkyl, C 2 -C 4 -alkenyl, C 5 -C 6 -cycloalkenyl, C 2 -C 4 -alkynyl, N-mono-C 1 -C 4 -alkylamino, N,N-di-C 1 -C 4 -alkylamino, N—C 1 -C 4 -alkanoylamino, C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 2 -C 4 -alkynyloxy, C 3 -C 4 -cycloalkoxy, C 5 -C 6 -cycloalkenyloxy, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyloxycarbonyl, C 6 -,C 10 -,C 14 -aryloxycarbonyl, C 1 -C 4 -alkanoyl, C 2 -C 4 -alkenylcarbonyl, C 2 -C 4 -alkynylcarbonyl, C 6 -,C 10 -,C 14 -arylcarbonyl, C 1 -C 4 -alkylsulfanyl, C 3 -C 4 -cycloalkylsulfanyl, C 1 -C 4 -alkylthio, C 2 -C 4 -alkenylthio, C 5 -C 6 -cycloalkenylthio, C 2 -C 4 -alkynylthio, C 1 -C 4 -alkylsulfenyl and C 1 -C 4 -alkylsulfinyl, wherein both enantiomers of the C 1 -C 4 -alkylsulfinyl group are included, C 1 -C 4 -alkylsulfonyl, N-mono-C 1 -C 4 -alkylaminosulfonyl, N,N-di-C 1 -C 4 -alkylaminosulfonyl, C 1 -C 4 -alkylphosphinyl, C 1 -C 4 -alkylphosphonyl, wherein both enantiomers are included for C 1 -C 4 -alkylphosphinyl or C 1 -C 4 -alkylphosphonyl, N—C 1 -C 4 -alkylaminocarbonyl, N,N-di-C 1 -C 4 -alkylaminocarbonyl, N—C 1 -C 4 -alkanoylaminocarbonyl, N—C 1 -C 4 -alkanoyl-N—C 1 -C 4 -alkylaminocarbonyl, C 6 -,C 10 -,C 14 -aryl, C 6 -,C 10 -,C 14 -aryloxy, benzyloxy, benzylthio, C 6 -,C 10 -,C 14 -arylthio, C 6 -,C 10 -,C 14 -arylamino, benzylamino, heterocyclyl and trialkylsilyl;

the moieties

A 1 , A 2 and A 3 are each independently N, O, CR 3 , S or N—R 4 , wherein A 1 , A 2 , A 3 , Z and the carbon atom of the ring form an aromatic system;

R 3 is each independently H, Cl, F, I, Br or optionally halogenated C 1 -C 4 -alkyl;

R 4 is each independently H or optionally halogenated C 1 -C 4 -alkyl;

Q is O or S;

Z is C or N;

B 1 , B 2 , B 4 , and B 5 are each independently C—R 5 and

wherein

R 5 is each independently H, halogen, cyano, nitro, SF 5 , C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, N—C 1 -C 6 -alkoxyimino-C 1 -C 3 -alkyl, C 1 -C 6 -alkylsulfanyl, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -alkylsulfonyl, N—C 1 -C 6 -alkylamino or N,N-di-C 1 -C 6 -alkylamino, in each case optionally substituted by one or more substituents selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C 1 -C 4 -carboxyl, carbonamide, SF 5 , aminosulfonyl, C 1 -C 4 -alkyl, C 3 -C 4 -cycloalkyl, C 2 -C 4 -alkenyl, C 5 -C 6 -cycloalkenyl, C 2 -C 4 -alkynyl, N-mono-C 1 -C 4 -alkylamino, N,N-di-C 1 -C 4 -alkylamino, N—C 1 -C 4 -alkanoylamino, C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 2 -C 4 -alkynyloxy, C 3 -C 4 -cycloalkoxy, C 5 -C 6 -cycloalkenyloxy, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyloxycarbonyl, C 6 -,C 10 -,C 14 -aryloxycarbonyl, C 1 -C 4 -alkanoyl, C 2 -C 4 -alkenylcarbonyl, C 2 -C 4 -alkynylcarbonyl, C 6 -,C 10 -,C 14 -arylcarbonyl, C 1 -C 4 -alkylsulfanyl, C 3 -C 4 -cycloalkylsulfanyl, C 1 -C 4 -alkylthio, C 2 -C 4 -alkenylthio, C 5 -C 6 -cycloalkenylthio, C 2 -C 4 -alkynylthio, C 1 -C 4 -alkylsulfenyl and C 1 -C 4 -alkylsulfinyl, wherein both enantiomers of the C 1 -C 4 -alkylsulfinyl group are included, C 1 -C 4 -alkylsulfonyl, N-mono-C 1 -C 4 -alkylaminosulfonyl, N,N-di-C 1 -C 4 -alkylaminosulfonyl, C 1 -C 4 -alkylphosphinyl, C 1 -C 4 -alkylphosphonyl, wherein both enantiomers are included for C 1 -C 4 -alkylphosphinyl or C 1 -C 4 -alkylphosphonyl, N—C 1 -C 4 -alkylaminocarbonyl, N,N-di-C 1 -C 4 -alkylaminocarbonyl, N—C 1 -C 4 -alkanoylaminocarbonyl, N—C 1 -C 4 -alkanoyl-N—C 1 -C 4 -alkylaminocarbonyl, C 6 -,C 10 -,C 14 -aryl, C 6 -,C 10 -,C 14 -aryloxy, benzyl, benzyloxy, benzylthio, C 6 -,C 10 -,C 14 -arylthio, C 6 -,C 10 -,C 14 -arylamino, benzylamino, heterocyclyl and trialkylsilyl;

B 3 is CR 5 , wherein R 5 is perhalogenated C 1 -C 4 -alkyl;

T is one of the following listed 5-membered heteroaromatics T1-T4 and T6,

wherein the bond to

is marked with a hash #,

and/or a salt, N-oxide and/or tautomeric form of a compound of formula (I).

2. The compound as claimed in claim 1 , wherein R 2 is H or methyl.

3. The compound as claimed in claim 1 , wherein T is T1, T2 or T4.

4. The compound as claimed in claim 1 , wherein R 1 is benzyl, cyclopropyl or 1-CN-cyclopropyl.

5. The compound as claimed in claim 1 , wherein the compound is a compound according to one of formulae of formula (Ia), (Ib), (1j), or (1k)

wherein V is N(R 1 R 2 ).

6. The compound as claimed in claim 1 , wherein the compound is a compound of formula (I′a)

7. The compound as claimed in claim 1 , wherein the compound is a compound of formula (I′b)

8. The compound as claimed in claim 1 , wherein the compound is a compound of formula (I′c)

9. The compound as claimed in claim 1 , wherein the compound is a compound of formula (I′d)

10. The compounds as claimed in claim 1 , wherein B 2 and B 4 are in each case C—H.

11. The compound as claimed in claim 1 , wherein R 5 of B 3 is perfluorinated C 1 -C 4 -alkyl.

12. An insecticidal composition comprising at least one compound as claimed in claim 1 and an extender and/or a surface-active substance.

13. A method for protecting transgenic or conventional seed and/or a plant that arises therefrom from infestation by one or more pests, comprising treating the seed with at least one compound as claimed in claim 1 .

14. A product comprising a compound as claimed in claim 1 .

15. A seed in which a compound as claimed in claim 1 has been applied to the seed as a constituent of a coating or as a further layer or further layers in addition to a coating.

16. The compound as claimed in claim 1 , wherein

R 1 is C 3 -C 7 -cycloalkyl optionally substituted by halogen or cyano, or C 6 -,C 10 -,C 14 -aryl(C 1 -C 3 )-alkyl, wherein C 6 -,C 10 -,C 14 -Aryl may optionally be substituted mutually independently by one or more substituents selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto and C 1 -C 4 -alkyl, or

C 1 -C 6 -alkylcarbonyl;

the moieties

A 1 , A 2 and A 3 are each independently N, CR 3 , S or N—R 4 , wherein A 1 , A 2 , A 3 , Z and the carbon atom of the ring form an aromatic system;

R 3 is each independently H, Cl, F, I, Br or optionally halogenated methyl;

R 4 is each independently H or optionally halogenated methyl;

Q is O;

Z is C.

17. The compound as claimed in claim 1 , wherein

R 1 is C 3 -cycloalkyl optionally substituted by cyano or C 6 -aryl(C 1 -C 3 )-alkyl.

18. The compound as claimed claim 1 , wherein T is T1.

19. A product comprising an insecticidal composition as claimed in claim 12 .