Palladium-Catalyzed Formation of Aryl tert-Butyl Ethers from Unactivated Aryl Halides

Cynthia A. Parrish and Stephen L. Buchwald

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

C. A. Parrish, S. L. Buchwald,  J. Org. Chem, 2001, 66, 2498-2500.

DOI: 10.1021/jo001426z

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Abstract

A palladium-catalyzed synthesis of aryl tert-butyl ethers from a variety of unactivated aryl bromides or chlorides is described. The ether products, which are precursors to phenols, are obtained in very good yield in the presence of air-stable dialkylphosphinobiphenyl ligands.

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Key Words

Buchwald-Hartwig Reaction, tert-Butyl ethers, Phenols, Aryl ethers

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ID: J42-Y2001-550