3-biphenyl-substituted-3-substituted-4-ketolactam and ketolactone and their utilization as pesticide

1. A compound of formula (I)

in which

Q represents the group N-D,

X represents halogen, alkyl, alkoxy, alkenyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, haloalkyl, haloalkoxy, haloalkenyloxy, nitro, cyano, or optionally substituted phenyl,

Y represents optionally substituted aryl,

W and Z independently of one another represent hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy, nitro, or cyano,

A and B together with the carbon atom to which they are attached represent a saturated or unsaturated, unsubstituted or substituted cycle,

D represents hydrogen or an optionally substituted radical selected from the group consisting of alkyl, alkenyl, alkynyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, saturated or unsaturated cycloalkyl, and

G represents halogen or nitro.

2. A compound of formula (I) according to claim 1 , in which

Q represents the group N-D,

W represents hydrogen, halogen, C 1 -C 6 -alkyl, or C 1 -C 6 -alkoxy,

X represents halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, cyano, or optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkyl-, C 1 -C 4 -haloalkoxy-, nitro-, or cyano-substituted phenyl,

Y represents one of the radicals

 in which

V 1 represents hydrogen, halogen, C 1 -C 12 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylsulphinyl, C 1 -C 6 -alkylsulphonyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy, nitro, cyano, or phenyl that is optionally mono- or disubstituted by halogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy, nitro, or cyano,

V 2 and V 3 independently of one another represent hydrogen, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 4 -haloalkyl, or C 1 -C 4 -haloalkoxy,

Z represents hydrogen, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, nitro, or cyano,

A, B, and the carbon atom to which they are attached represent saturated C 3 -C 10 -cycloalkyl or unsaturated C 5 -C 10 -cycloalkyl that is optionally mono- or disubstituted by C 1 -C 8 -alkyl, C 3 -C 10 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 8 -alkoxy, C 1 -C 8 -alkylthio, halogen, or phenyl; represent C 3 -C 6 -cycloalkyl that is substituted by an alkylenediyl group that, together with the carbon atom to which it is attached, forms a further five- to eight-membered ring; or represent C 3 -C 8 -cycloalkyl or C 5 -C 8 -cycloalkenyl in which two substituents together with the carbon atoms to which they are attached represent optionally C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy- or halogen-substituted C 2 -C 6 -alkanediyl, C 2 -C 6 -alkene-diyl, or C 4 -C 6 -alkanediendiyl,

D represents hydrogen; represents optionally halogen-substituted C 1 -C 12 -alkyl, C 3 -C 8 -alkenyl, C 3 -C 8 -alkynyl, C 1 -C 10 -alkoxy-C 2 -C 8 -alkyl, poly-C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl, or C 1 -C 10 -alkylthio-C 2 -C 8 -alkyl; represents optionally halogen-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, or C 1 -C 4 -haloalkyl-substituted C 3 -C 8 -cycloalkyl in which one ring member is optionally replaced by oxygen or sulphur; or represents optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -haloalkyl-, C 1 -C 6 -alkoxy-, C 1 -C 6 -haloalkoxy-, cyano-, or nitro-substituted phenyl, and

G represents chlorine, bromine or nitro.

3. A compound of formula (I) according to claim 1 , in which

Q represents the group N-D,

W represents hydrogen, chlorine, bromine, or C 1 -C 4 -alkyl,

X represents fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy, or cyano,

Y represents the radical

 in which

V 1 represents hydrogen, fluorine, chlorine, bromine, C 1 -C 6 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy, nitro, or cyano; or represents phenyl that is optionally mono- or disubstituted by fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy, nitro, or cyano, and

V 2 represents hydrogen, fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, or C 1 -C 2 -haloalkoxy,

Z represents hydrogen, fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 4 -alkoxy, or C 1 -C 2 -haloalkoxy,

A, B, and the carbon atom to which they are attached represent saturated C 3 -C 8 -cycloalkyl that is optionally mono- or disubstituted by C 1 -C 6 -alkyl, C 5 -C 6 -cycloalkyl, C 1 -C 3 -haloalkyl, C 1 -C 6 -alkoxy, fluorine, chlorine, or phenyl,

D represents hydrogen; or C 1 -C 4 -alkyl, and

G represents chlorine, bromine, or nitro.

4. A compound of formula (I) according to claim 1 , in which

Q represents the group N-D,

W represents hydrogen, chlorine, methyl, or ethyl,

X represents chlorine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy, isopropoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, or cyano,

Y represents the radical

 in which

V 1 represents hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, trifluoromethyl, trifluoromethoxy, nitro, or cyano, and

V 2 represents hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, trifluoromethyl, or trifluoromethoxy,

Z represents hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, or methoxy,

A, B, and the carbon atom to which they are attached represent saturated C 3 -C 8 -cycloalkyl that is optionally monosubstituted by methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trifluoromethyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, or isobutoxy,

D represents hydrogen, methyl, ethyl, n-propyl, or isopropyl, and

G represents chlorine or nitro.

5. A compound of formula (I) according to claim 1 , in which

Q represents the group N-D,

W represents hydrogen, chlorine, or methyl,

X represents chlorine, methyl, or ethyl,

Y represents the radical

 in which

V 1 represents chlorine or methyl, and

V 2 represents hydrogen or chlorine,

Z represents hydrogen or methyl,

A, B, and the carbon atom to which they are attached represent saturated C 3 -C 8 -cycloalkyl that is optionally monosubstituted by methyl or, for C 6 -cycloalkyl, also by ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trifluoromethyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, or isobutoxy,

D represents hydrogen, and

G represents chlorine or nitro.

6. A process for preparing compounds of formula (I) according to claim 1 comprising

(A) for compounds of formulas (I-1) to (I-3)

 in which

A, B, Q, W, X, Y, and Z are as defined for formula (I) of claim 1 , and

G represents halogen,

 reacting compounds of formulas (II-1) to (II-3)

 in which A, B, Q, W, X, Y, and Z are as defined for formula (I) of claim 1 ,

 with halogenating agents in the presence of a solvent and, optionally, in the presence of a free-radical initiator, or

(B) for compounds of formulas (I-1) to (I-3)

 in which

A, B, Q, W, X, Y and Z are as defined for formula (I) of claim 1 , and

G represents nitro,

 reacting compounds of formulas (II-1) to (II-3)

in which A, B, Q, W, X, Y, and Z are as defined for formula (I) of claim 1 ,

 with nitrating agents in the presence of a solvent.

7. A pesticide comprising one or more compounds of formula (I) according to claim 1 and one or more extenders and/or surfactants.

8. A herbicide comprising one or more compounds of formula (I) according to claim 1 and one or more extenders and/or surfactants.

9. A fungicide comprising one or more compounds of formula (I) according to claim 1 and one or more extenders and/or surfactants.

10. A method for controlling animal pests comprising allowing an effective amount of a compound of formula (I) according to claim 1 to act on animal pests and/or their habitat.

11. A method for controlling unwanted vegetation comprising allowing an effective amount of a compound of formula (I) according to claim 1 to act on unwanted vegetation and/or its habitat.

12. A method for controlling fungi comprising allowing an effective amount of a compound of formula (I) according to claim 1 to act on fungi and/or their habitat.