Organic letters

Arylsilanes: Application to gold-catalyzed oxyarylation of alkenes

LT Ball, M Green, GC Lloyd-Jones, CA Russell

Index: Ball, Liam T.; Green, Michael; Lloyd-Jones, Guy C.; Russell, Christopher A. Organic Letters, 2010 , vol. 12, # 21 p. 4724 - 4727

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Citation Number: 76

Abstract

Arylsilanes are efficient reagents for the gold-catalyzed oxyarylation of alkenes (21 examples, up to 85% isolated yield). Using commercially available Ph3PAuCl 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 ...