Synfacts 2011(1): 0076-0076  
DOI: 10.1055/s-0030-1259122
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Oxyarylation of Alkenes

Contributor(s): Paul Knochel, Thomas Kunz
L. T. Ball, M. Green, G. C. Lloyd-Jones*, C. A. Russell*
University of Bristol, UK
Further Information

Publication History

Publication Date:
21 December 2010 (online)

Significance

A versatile gold-catalyzed oxyarylation of alkenes with yields of up to 85% is reported. The gold catalyst (Ph3PAuCl) is commercially available and the arylsilanes are readily prepared. Selectfluor is used as oxidant to access the active gold(I/III) catalyst and at the same time it activates the silane by providing a fluoride anion. The formation of the Si-F bond provides the thermo­dynamic driving force.