Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1996-12-31
1998-11-24
Kumar, Shailendra
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
504306, 504307, 504308, 504309, 504310, 504314, 514478, 514512, 514513, 514520, 514683, 514684, 558 70, 558194, 560 24, 560 29, 560107, 560179, 560205, 560302, 568309, 568310, 568326, 568327, 568328, 568329, 568330, A01N 3506, C07C 49395, C07C 49297
Patent
active
058406611
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/EP95/02482, filed Jun. 26, 1995.
The present invention relates to novel 2-aryl-3-hydroxy-.DELTA..sup.2 -cyclopenten-1-one derivatives, processes for their preparation and their use as herbicides and pest control agents.
It is known that certain substituted 2-arylcyclopentanediones have herbicidal and acaricidal properties (cf., for example, U.S. Pat. Nos. 4,283,348; 4,338,122; 4,436,666; 4,526,723; 4,551,547 and 4,632,698). Similarly substituted compounds are furthermore known; 3-hydroxy-5,5-dimethyl-2-phenylcyclopent-2-en-1-one from the publication Micklefield et al., Tetrahedron, (1992), 7519-26 and the natural substance involutin, (-)-cis-5-(3,4-dihydroxyphenyl)-3,4-dihydroxy-2-)4-hydroxy-phenyl)-cyclope nt-2-enone from the publication Edwards et al., J. Chem. Soc. S, (1967), 405-9. No insecticidal or acaricidal action is described.
Novel 2-aryl-3-hydroxy-cyclopent-2-en-1-one derivatives of the formula (I) ##STR2## in which x represents halogen, nitro, cyano, alkyl, alkoxy, alkenyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, halogenoalkyl or halogenoalkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, halogenoalkyl or halogenoalkoxy, together with the phenyl radical to which they are bonded, form the naphthalene radical of the formula ##STR3## in which Y has the abovementioned meaning, alkoxyalkyl, polyalkoxyalkyl or alkylthioalkyl, in each case optionally substituted once or several times in an identical or different manner by halogen, or saturated or unsaturated, unsubstituted or substituted cycloalkyl which is optionally interrupted by at least one heteroatom, or phenyl or phenylalkyl, in each case optionally substituted once or several times in an identical or different manner by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, cyano or nitro, saturated or unsaturated ring which is optionally interrupted by at least one heteroatom and is optionally substituted, ring in which two substituents, together with the carbon atoms to which they are bonded, form a saturated or unsaturated ring which is optionally substituted once or several times in an identical or different manner by halogen, alkyl or alkoxy and can contain oxygen or sulphur, halogen or alkyl which is optionally substituted by halogen or optionally substituted phenyl, ##STR4## E represents a metal ion equivalent or an ammonium ion, L represents oxygen or sulphur, polyalkoxyalkyl, in each case optionally substituted once or several times in an identical or different manner by halogen, or optionally substituted, saturated or unsaturated cycloalkyl, which can be interrupted by at least one heteroatom, or represents in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl, case optionally substituted once or several times in an identical or different manner by halogen, or in each case optionally substituted cycloalkyl, phenyl or benzyl, or several times in an identical or different manner by halogen, or represents in each case optionally substituted phenyl or phenylalkyl, alkylamino, alkenylamino, dialkylamino, dialkenylamino, alkylthio, alkenylthio, alkinylthio or cycloalkylthio, in each case optionally substituted once or several times in an identical or different manner by halogen, or represent in each case optionally substituted phenyl, phenoxy or phenylthio, alkyl, alkenyl, alkoxy or alkoxyalkyl, in each case optionally substituted once or several times in an identical or different manner by halogen, or represent optionally substituted phenyl or optionally substituted benzyl, optionally interrupted by oxygen or sulphur, now been found.
Depending on the position of the substituent G, the compounds of the formula (I) can be present in the two isomeric forms of the formula I-A and I-B ##STR5## which the broken line in the formula (I) is intended to illustrate.
The compounds of the formulae I-A and I-B can be present both as mixtures and in the form of their pure isomers. If appropriate, mixtures of the compounds of the formulae I-A and I-B can be separated by phy
REFERENCES:
patent: 4283348 (1981-08-01), Wheeler
patent: 4436666 (1984-03-01), Wheeler
patent: 4551547 (1985-11-01), Wheeler
Bretschneider Thomas
Dollinger Markus
Dumas Jacques
Erdelen Christoph
Fischer Reiner
Bayer Aktiengesellschaft
Kumar Shailendra
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