An Effective Synthesis of 2-Trifluoromethyl- or 2-(1,1-Difluoroalkyl)thiophenes

Hui-Ping Guan; Bing-Hao Luo; Chang-Ming Hu

doi:10.1055/s-1997-1204

Synthesis 1997; 1997(4): 461-464
DOI: 10.1055/s-1997-1204

paper

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An Effective Synthesis of 2-Trifluoromethyl- or 2-(1,1-Difluoroalkyl)thiophenes

Hui-Ping Guan, Bing-Hao Luo, Chang-Ming Hu^*

^*Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenling Lu, Shanghai 200032, People’s Republic of China, Fax +86(21)64166128

Abstract

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Various thiophenecarboxylates carrying a 2-trifluoromethyl, 2-(1,1-difluoroalkyl) or 2-polyfluoroalkyl group are synthesized conveniently from reaction of α-fluoroalkyl ketones 1, aldehydes 2 or ethyl α-fluoroalkylacetates 3 with methyl (or ethyl) 2-sulfanylacetates 4. A possible reaction pathway is suggested.

synthesis - fluoroalkylthiophenes - cyclocondensation reaction - α-fluoroalkyl carbonyl compounds - alkyl 2-sulfanylacetate

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