Issue 13, 1970

The synthesis and rearrangement of alk-2-ynylphosphines

Abstract

The synthesis of some alk-2-ynylphosphines is described. Alk-2-ynyl halides react with sodium diphenylphosphide in liquid ammonia or tetrahydrofuran, under carefully controlled conditions, to give alk-2-ynylphosphines. In the presence of excess of phosphide diphenylprop-2-ynylphosphine rearranges to give the isomeric allenyl and prop-1-ynyl derivatives. In some cases bromo-derivatives react by nucleophilic substitution on bromine rather than on carbon and the course of these reactions is discussed.

Article information

Article type
Paper

J. Chem. Soc. C, 1970, 1835-1839

The synthesis and rearrangement of alk-2-ynylphosphines

W. Hewertson, I. C. Taylor and S. Trippett, J. Chem. Soc. C, 1970, 1835 DOI: 10.1039/J39700001835

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