Cu-catalyzed hydrofluoroacetylation of alkynes or alkynyl carboxylic acids leading highly stereoselectively to fluoroacetylated alkenes
Literature Information
Publication Date
2015-12-07
DOI
10.1039/C5QO00324E
Impact Factor
5.281
Authors
Miaolin Ke, Qiang Feng, Kai Yang
View Original
Abstract
A copper-catalyzed hydrofluoroacetylation of arylacetylenes or alkynyl carboxylic acids with bromofluoroacetates was developed. The reaction shows excellent stereoselectivity to afford fluoroacetylated alkenes in good to excellent yields with a broad substrate scope. A preliminary mechanism study suggested that a radical pathway was involved in the reaction and (phenylethynyl)copper might be the key intermediate for the reaction. B2pin2 also plays an indispensable role in this novel hydrofluoroacetylation reaction.
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Source Journal
Organic Chemistry Frontiers
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