Journal
TETRAHEDRON
Volume 71, Issue 8, Pages 1254-1260Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.12.102
Keywords
Difluoromethyl group; Vinyl sulfonium salt; Cyclopropanation; Building block
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We demonstrate the first preparation of difluoromethyl (CF2H) vinyl sulfonium salt as a new difluoromethylated building block, followed by its application to the synthesis of CF2H-containing cyclopropanes in one step. The salt itself is readily prepared from 3-bronio-3,3-difluoropropene in three steps, in high overall yields, and is stable. A wide range of active methylene compounds participated in the cyclopropanation reaction using this salt, providing the corresponding products in high-to-excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.
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