In Situ Generation of Formaldehyde and Triphenylphosphine from (Hydroxymethyl)triphenylphosphonium and Its Application in Wittig Olefination

Author: Huang Wenhua   Xu Jie  

Publisher: Taylor & Francis Ltd

E-ISSN: 1532-2432|45|15|1777-1782

ISSN: 0039-7911

Source: Synthetic Communications, Vol.45, Iss.15, 2015-08, pp. : 1777-1782

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Abstract

The reaction of (hydroxymethyl)triphenylphosphonium with benzylic or allylic halide under basic conditions at room temperature affords terminal alkenes in 61–89% yields. In this reaction, both formaldehyde and triphenylphosphine are in situ generated from (hydroxymethyl)triphenylphosphonium and further undergo Wittig olefination with benzylic or allylic halide.

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