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Synlett 1997; 1997(5): 591-592
DOI: 10.1055/s-1997-3232
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A Convenient Synthesis of Difluoromethyl-Substituted Pyridines

Isamu Katsuyama, Kazumasa Funabiki, Masaki Matsui, Hiroshige Muramatsu, Katsuyoshi Shibata*
  • *Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-11, Japan, Fax +81(58)2301893
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Publication Date:
31 December 2000 (online)

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The treatment of α-alkoxycarbonyl-α,β-unsaturated trifluoromethyl ketones 1 with β-aminocrotonates 2 affords 2-methyl-6-trifluoromethyl-1,4-dihydropyridines 3, which undergo dehydrofluorination using DBU/piperazine, giving moderate to high yields of 2-difluoromethyl-6-methylpyridines 4.

α-alkoxycarbonyl-α,β-unsaturated trifluoromethyl ketones - dehydrofluorination - 1,4-dihydropyridines - difluoromethyl - pyridines