Issue 0, 1973

Reactions of bromonitroalkenes with tervalent phosphorus. Part I. Reaction in aprotic solvents

Abstract

The reaction of a variety of 2-substituted 1-bromo-1-nitroethylenes with triphenylphosphine in benzene or ethyl acetate gave good yields of cyanomethyl(triphenyl)phosphonium salts, which on treatment with base afforded the corresponding ylides. An analogous cyanomethylphosphonate was obtained from a reaction with triethyl phosphite. Three alternative sites of initial attack by phosphine are considered in an attempt to explain the deoxygenation reaction; efforts to gain evidence for one of these (initial attack at halogen) were only partially successful.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 1428-1431

Reactions of bromonitroalkenes with tervalent phosphorus. Part I. Reaction in aprotic solvents

C. J. Devlin and B. J. Walker, J. Chem. Soc., Perkin Trans. 1, 1973, 1428 DOI: 10.1039/P19730001428

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