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An Improved Cu-Based Catalyst System for the Reactions of Alcohols with Aryl Halides

Ryan A. Altman, Alexandr Shafir, Alice Choi, Phillip A. Lichtor and Stephen L. Buchwald*

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

R. A. Altman, A. Shafir, P. A. Lichtor, S. L. Buchwald, J. Org. Chem., 2008, 73, 284-286.

DOI: 10.1021/jo702024p


Abstract

The use of 3,4,7,8-tetramethyl-1,10-phenanthroline (Me4Phen) as a ligand improves the Cu-catalyzed cross-coupling reactions of aryl iodides and bromides with primary and secondary aliphatic, benzylic, allylic, and propargylic alcohols. The relatively mild conditions, tolerate a wide array of functional groups on both the electrophilic and nucleophilic coupling partners.

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Key Words

Ullmann Coupling, Aryl Ethers


ID: J42-Y2008-0140