Tetrahedron

Attachment of carbonyl functionalities onto olefins via copper-promoted radical reaction of dichloromethylcyanides

S Kamijo, S Yokosaka, M Inoue

Index: Kamijo, Shin; Yokosaka, Shinya; Inoue, Masayuki Tetrahedron, 2012 , vol. 68, # 26 p. 5290 - 5296

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Citation Number: 10

Abstract

Chemo-and regioselective protocols for attachment of various carbonyl functionalities onto unactivated olefins have been developed. Atom transfer radical reactions of Cl3CCN, Cl2C (R) CN, and Cl2C (CN) 2 were all promoted efficiently by a catalytic amount of CuCl and 1, 1′-bis (diphenylphosphino) ferrocene to introduce chloromethylcyanide and chloride units to the C–C double bonds. Conversion of the chloromethylcyanide to the carbonyl ...

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