Organic Letters 2003-09-18

Palladium-catalyzed silylation of aryl bromides leading to functionalized aryldimethylsilanols.

Scott E Denmark, Jeffrey M Kallemeyn

Index: Org. Lett. 5 , 3483, (2003)

Full Text: HTML

Abstract

[reaction: see text] A mild and general palladium-catalyzed insertion of 1,2-diethoxy-1,1,2,2-tetramethyldisilane into a variety of aryl bromides affords the aryldimethylsilyl ethers in high yields. Hydrolysis of the ethers under pH-optimized conditions results in the exclusive formation of the desired aryldimethylsilanols.