Gold-Catalyzed Oxyarylation of Alkenes

L. T. Ball; M. Green; G. C. Lloyd-Jones; C. A. Russell

doi:10.1055/s-0030-1259122

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Synfacts 2011(1): 0076-0076
DOI: 10.1055/s-0030-1259122

Metal-Mediated Synthesis

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

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Publikationsdatum:
21. Dezember 2010 (online)

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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.