- Synthesis of tetrasubstituted pyrazoles through different cyclization strategies; Isosteres of imidazole fungicides
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Formerly unknown 3-chloro-4,5-diaryl-1-methylpyrazoles have been prepared through two different synthesis pathways, one of which starts from 2,3-diarylacrylonitriles, the second from 3,3-dichloro-1,2-diarylpropenones. Both approaches rely on the cyclocondensation of diarylated three-carbon synthons with hydrazine derivatives and possess some unique features. One route uses a cyclization reaction, during which a chlorine atom is directly installed at the pyrazole ring that normally would be introduced in subsequent halogenation steps. The second pathway applies the Sandmeyer reaction to introduce this chloro substituent; an approach that is rarely described at the pyrazole nucleus. The obtained tetrasubstituted pyrazoles are isosteres of highly active imidazole fungicides and show good control of Uncinula necator (grape powdery mildew). Georg Thieme Verlag Stuttgart New York.
- Dumeunier, Raphael,Lamberth, Clemens,Trah, Stephan
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p. 1150 - 1154
(2013/06/27)
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- NOVEL PYRAZOLE DERIVATIVES
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The present invention relates tonovel pyrazolederivatives of Formula (I) as active ingredients which have microbiocidal activity, in particular fungicidal activity: wherein R1 is C1-C4 alkyl or C1-C haloalkyl; R
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- Method for Production of Substituted Phenylmalonate Esters, Novel Phenylmalonate Esters and Use Thereof
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A process for preparing substituted phenylmalonic esters of the formula in which R is alkyl and Q is halogen, alkyl, alkoxy, haloalkyl or haloalkoxy and the index m is an integer from 1 to 5, where the groups Q can be identical or different if the index m is greater than 1, comprising steps A), B) and C): A) reaction of compounds of the formula II, in which the variables are as defined for formula I to give compounds of the formula III, B) conversion of the compounds of the formula III into ketals of the formula IV in which R′ is C1-C4-alkyl or benzyl, C) hydrolysis of the compounds of the formula IV to give compounds of the formula I; novel phenylmalonic ester derivatives, and their use as intermediates.
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Page/Page column 3-4
(2008/12/08)
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