Arylsilanes: application to gold-catalyzed oxyarylation of alkenes.
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.
Ball
Liam T
LT
School of Chemistry, University of Bristol, Cantock's Close, Bristol, United Kingdom BS8 1TS.
Green
Michael
M
Lloyd-Jones
Guy C
GC
Russell
Christopher A
CA
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D012821:Silanes; D006046:Gold