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3-Alkenyl-5-chloropyrazoles: expedient synthesis via heterocyclization of 1,1-dichloro-4-halo-1-alken-3-ones with hydrazines
Authors:Galina G. LevkovskayaValentina A. Kobelevskaya  Elena V. RudyakovaKhanh Q. Ha  Dmitrii O. SamultsevIgor B. Rozentsveig
Affiliation:A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky Street, 664033 Irkutsk, Russia
Abstract:
Synthesis of hard-to-reach 5-chloro-3-alkenylpyrazoles was developed via heterocyclization of alkyl-, benzyl- or dialkylhydrazines with 1,1-dichloro-4-halo-1-alken-3-ones obtained from haloacyl chlorides and vinylidene chloride. The reaction process includes the formation of intermediate 5-chloro-3-(1-haloalkyl)pyrazoles followed by dehydrohalogenation.
Keywords:Alkenylpyrazoles   Cyclization   Haloenones   Heterocycles   Microwave-assisted synthesis
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