Organic letters

Palladium-catalyzed regiocontrolled α-arylation of trimethylsilyl enol ethers with aryl halides

T Iwama, VH Rawal

Index: Iwama, Tetsuo; Rawal, Viresh H. Organic Letters, 2006 , vol. 8, # 25 p. 5725 - 5728

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Citation Number: 39

Abstract

Inter-and intramolecular arylations of trimethylsilyl enol ethers with aryl halides are accomplished regiospecifically in the presence of a palladium catalyst and tributyltin fluoride in refluxing benzene or toluene. The optimal catalyst system called for the use of Pd2 (dba) 3 and tri-tert-butylphosphine in ca. 1: 2 ratio. Aryl iodides, bromides, and chlorides are all effective arylation partners in this reaction.