Beilstein Journal of Organic Chemistry (Jun 2010)

A novel and efficient method to prepare 2-aryltetrahydrofuran-2-ylphosphonic acids

  • Vsevolod V. Komissarov,
  • Anatoly M. Kritzyn,
  • Jouko J. Vepsäläinen

DOI
https://doi.org/10.3762/bjoc.6.63
Journal volume & issue
Vol. 6, no. 1
p. 63

Abstract

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A novel one-pot method was developed for the synthesis of the title compounds starting from 4-chloro-1-aryl-1-butanones 1, phosphorus trichloride and acetic acid. The end products 2 were obtained in 20–94% yield. The cyclization step under acidic conditions probably occurs as a result of anchimeric assistance of the phosphonic acid group.

Keywords