Synthesis of fluorinated acetylenes

K Baum, CD Bedford, RJ Hunad

Index: Baum, Kurt; Bedford, Clifford D.; Hunadi, Ronald J. Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2251 - 2257

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Citation Number: 71

Abstract

New routes to fluorinated acetylenes were developed on the basis of additions of iodofluorocarbons to silylacetylenes. Free radical addition of a, w-diiodoperfluoroalkanes to (trimethylsily1) acetylene gave the iodotrimethylsilyl olefins Me3SiIC= CH (CF2). CH= CISiMe3, which reacted with potassium tert-butoxide or DBU to give the (trimethylsily1) acetylenes and, with an excess of the base, the free diacetylenes. Perfluoroalkyl iodides ...