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Synthesis of phosphonium salts


Two approaches for the synthesis of substituted phosphonium salts from benzyl alcohols have been developed: direct mixing of alcohol, TMSBr, and PPh3 in 1,4-dioxane followed by heating at 80 C enables the conversion of acid-sensitive substrates, while sequential addition of TMSBr, and PPh3 gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.
P. N. Chalkiki, T. T. Magkoev, A. V. Gutnov, O. P. Demidov, M. G. Uchuskin, I. V. Trushkov, V. T. Abaev, J. Org. Chem., 2021, 86, 9838-9846.