Patent ID: 7179806

Claim:
A Δ 1 -pyrroline of formula (I) in which R 1 represents halogen or methyl, R 2 represents hydrogen or halogen, R 3 represents halogen or optionally substituted alkyl, alkoxy, or alkylthio, m represents 0, 1, 2, 3, or 4, Q represents one of the groupings R 4 represents hydrogen, halogen, cyano, formyl, nitro, or trialkylsilyl; represents optionally substituted alkyl, alkenyl, alkoxy, or alkenyloxy; represents pentafluorothio, —S(O) p R 6 , —NR 7 R 8 , —COR 6 , —CO 2 R 6 , —CONR 9 R 10 , —N(R 11 )COR 12 , or —C(R 13 )═N—OR 14 ; represents optionally substituted cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, or saturated or unsaturated heterocyclyl or heterocyclylalkyl; represents —CH═NOH or formyl; or represents optionally substituted cycloalkyloxy or cycloalkylalkoxy, R 5 represents halogen, cyano, formyl, nitro, or trialkylsilyl; represents optionally substituted alkyl, alkenyl, alkoxy, or alkenyloxy; represents pentafluorothio, —S(O) p R 6 , —NR 7 R 8 , —COR 6 , —SO 2 R 6 , —CONR 9 R 10 , —N(R 11 )COR 12 , or —(R 13 )═N—OR 14 ; or represents optionally substituted cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, or saturated or unsaturated heterocyclyl or heterocyclylalkyl, p represents 0, 1, or 2, n represents 0, 1, 2, or 3, with the proviso that if n represents 2 or 3 then the substituents R 5 can be identical or different, r represents 0, 1, or 2, with the proviso that if r represents 2 then the substituents R 5 can be identical or different, R 6 represents optionally substituted alkyl, cycloalkyl, aryl, or arylalkyl, R 7 and R 8 independently of one another represent hydrogen, —SO 2 R 6 , —COR 6 , or —CO 2 R 6 ; or represent optionally substituted alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, or saturated or unsaturated heterocyclyl or heterocyclylalkyl, or R 7 and R 8 together represent optionally substituted alkenylene or alkylene, where the alkylene chain is optionally interrupted by —O—, —S—, or —NR 15 —; or together represent optionally substituted alkylene, where the alkylene chain is interrupted either by C═O or by C═NO-alkyl, R 9 and R 10 independently of one another represent hydrogen or —SO 2 R 6 ; represent optionally substituted alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, or saturated or unsaturated heterocyclyl or heterocyclylalkyl, or R 9 and R 10 together represent optionally substituted alkylene, where the alkylene chain is optionally interrupted by —O—, —S—, or —NR 15 —, R 11 and R 12 independently of one another represent hydrogen; represent optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, aryl, or arylalkyl, or R 11 and R 12 together represent optionally substituted alkylene or alkenylene, R 13 and R 14 independently of one another represent hydrogen or represent optionally substituted alkyl or alkenyl, and R 15 represents hydrogen, —SO 2 R 6 , —COR 6 , or —CO 2 R 6 ; or represents optionally substituted alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, or saturated or unsaturated heterocyclyl or heterocyclylalkyl.