Pesticidally active polycyclic derivatives with sulfur containing substituents
Polycyclic derivatives of formula I wherein the substituents are as defined in claim 1 , and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides and can be prepared in a manner known per se.
1. A compound of formula I,
wherein
A represents N;
A 1 is CH;
Q is a five- to six-membered monocyclic ring linked via a carbon atom to the ring which contains the group A, said monocyclic ring can be aromatic, partially saturated or fully saturated and contains 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, with the proviso that each ring cannot contain more than 2 oxygen atoms and more than 2 sulfur atoms, said five- to six-membered monocyclic ring can be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, —C(O)C 1 -C 4 alkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl and —C(O)C 1 -C 4 haloalkyl; or
Q is a five- to six-membered, aromatic, partially saturated or fully saturated ring linked via a nitrogen atom to the ring which contains the group A, said five- to six-membered, aromatic, partially saturated or fully saturated ring contains 1, 2 or 3 heteroatoms selected from the group consisting of nitrogen, oxygen and sulphur, with the proviso that said ring cannot contain more than one oxygen atom and more than one sulfur atom, and can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, —C(O)C 1 -C 4 alkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl and —C(O)C 1 -C 4 haloalkyl; X is SO 2 ;
R 1 is C 1 -C 4 alkyl;
R 2 is C 1 -C 6 haloalkyl or trifluoromethylsulfanyl;
X 1 is NR 5 , wherein R 5 is C 1 -C 4 alkyl;
R 3 is hydrogen; and
R 4 is hydrogen.
2. The compound of claim 1 , wherein
Q is a five- to six-membered, aromatic, partially saturated or fully saturated ring linked via a nitrogen atom to the ring which contains the group A, said five- to six-membered, aromatic, partially saturated or fully saturated ring contains 1, 2 or 3 heteroatoms selected from the group consisting of nitrogen, oxygen and sulphur, with the proviso that said ring cannot contain more than one oxygen atom and more than one sulfur atom, and can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, —C(O)C 1 -C 4 alkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl and —C(O)C 1 -C 4 haloalkyl.
3. The compound of claim 1 , wherein Q is a five- to six-membered monocyclic ring linked via a carbon atom to the ring which contains the group A, said monocyclic ring can be aromatic, partially saturated or fully saturated and contains 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, with the proviso that each ring cannot contain more than 2 oxygen atoms and more than 2 sulfur atoms, said five- to six-membered monocyclic ring can be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, —C(O)C 1 -C 4 alkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl and —C(O)C 1 -C 4 haloalkyl.
4. The compound of claim 1 , wherein
Q is selected from the group consisting of J-18 to J-35:
wherein each group J-18 to J-35 is unsubstituted or monosubstituted with Rx, wherein each Rx is, independently from each other, selected from halogen, cyano, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, —C(O)C 1 -C 4 alkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl and —C(O)C 1 -C 4 haloalkyl.
5. A compound selected from the group consisting of:
6. The compound of claim 2 , wherein Q is unsubstituted.
7. The compound of claim 2 , wherein Q is monosubstituted.
8. The compound of claim 3 , wherein Q is unsubstituted.
9. The compound of claim 3 , wherein Q is monosubstituted.
10. The compound of claim 5 , wherein the compound is
11. The compound of claim 5 , wherein the compound is
12. The compound of claim 5 , wherein the compound is
13. The compound of claim 5 , wherein the compound is
14. The compound of claim 5 , wherein the compound is
15. The compound of claim 5 , wherein the compound is