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Palladium-Catalyzed Silylation of Aryl Chlorides with Hexamethyldisilane

Eric McNeill, Timothy E. Barder and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

E. McNeill, T. E. Barder, S. L. Buchwald, Org. Lett., 2007, 9, 3785-3788.

DOI: 10.1021/ol701518f


Abstract

A new palladium-catalyzed silylation of aryl chlorides affords desired product in good yield, is tolerant of various functional groups, and provides access to a wide variety of aryltrimethylsilanes from commercially available aryl chlorides. Additionally, a one-pot procedure that converts aryl chlorides into aryl iodides has been developed.

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Key Words

Arylsilanes


ID: J54-Y2007-2940