Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates

J Am Chem Soc. 2009 Dec 16;131(49):17748-9. doi: 10.1021/ja906477r.

Abstract

The first Suzuki-Miyaura cross-couplings of carbamates, carbonates, and sulfamates is described. The method provides a powerful means of using simple derivatives of phenol as precursors to polysubstituted aromatic compounds, as exemplified by a concise synthesis of the anti-inflammatory drug flurbiprofen.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbamates / chemical synthesis*
  • Carbamates / chemistry
  • Carbonates / chemical synthesis*
  • Carbonates / chemistry
  • Flurbiprofen / chemical synthesis*
  • Flurbiprofen / chemistry
  • Molecular Structure
  • Stereoisomerism
  • Sulfonic Acids / chemical synthesis*
  • Sulfonic Acids / chemistry

Substances

  • Carbamates
  • Carbonates
  • Sulfonic Acids
  • Flurbiprofen
  • sulfamic acid