Palladium(III)-catalyzed fluorination of arylboronic acid derivatives

J Am Chem Soc. 2013 Sep 25;135(38):14012-5. doi: 10.1021/ja405919z. Epub 2013 Sep 16.

Abstract

A practical, palladium-catalyzed synthesis of aryl fluorides from arylboronic acid derivatives is presented. The reaction is operationally simple and amenable to multigram-scale synthesis. Evaluation of the reaction mechanism suggests a single-electron-transfer pathway, involving a Pd(III) intermediate that has been isolated and characterized.

Publication types

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

MeSH terms

  • Benzene Derivatives / chemical synthesis*
  • Boronic Acids / chemical synthesis*
  • Catalysis
  • Fluorine / chemistry*
  • Halogenation
  • Palladium*

Substances

  • Benzene Derivatives
  • Boronic Acids
  • Fluorine
  • Palladium