Arylsilanes: Application to Gold-Catalyzed Oxyarylation of Alkenes

Liam T. Ball, Michael Green, Guy C. Lloyd-Jones*, Christopher A. Russell

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Arylsilanes are efficient reagents for the gold-catalyzed oxyarylation of alkenes (21 examples, up to 85% isolated yield). Using commercially available Ph(3)PAuCl and readily prepared, benign arylsilanes, these two- and three-component reactions proceed smoothly in air. The oxidant, Selectfluor, not only facilitates entry to the Au(I/III) manifold but also provides a fluoride anion for silane activation, thereby avoiding the need for addition of a stoichiometric base.

Original languageEnglish
Pages (from-to)4724-4727
Number of pages4
JournalOrganic letters
Volume12
Issue number21
DOIs
Publication statusPublished - 5 Nov 2010

Keywords

  • CROSS-COUPLING REACTIONS
  • C BOND FORMATION
  • HETEROGENEOUS CATALYSTS
  • NONACTIVATED ARENES
  • COMPLEXES
  • ARYL
  • AMINATION
  • GOLD(III)
  • LIGANDS
  • HALIDES

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