Silver-mediated oxidative C-H/P-H functionalization: an efficient route for the synthesis of benzo[b]phosphole oxides

J Am Chem Soc. 2013 Nov 13;135(45):16754-7. doi: 10.1021/ja407373g. Epub 2013 Oct 30.

Abstract

A Ag-mediated C-H/P-H functionalization reaction of arylphosphine oxides with internal alkynes was described for the direct preparation of benzo[b]phosphole oxides with a high yield. An unusual aryl migration on the P-atom derived from a C-P bond cleavage and a new C-P bond formation was also observed and demonstrated to proceed via the radical process.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Oxidation-Reduction
  • Oxides / chemical synthesis*
  • Oxides / chemistry
  • Phosphines / chemical synthesis*
  • Phosphines / chemistry
  • Silver / chemistry*

Substances

  • Benzene Derivatives
  • Oxides
  • Phosphines
  • Silver
  • phosphine