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A Very Active Cu-Catalytic System for the Synthesis of Aryl, Heteroaryl, and Vinyl Sulfides

M. Shahjahan Kabir, Michael Lorenz, Michael L. Van Linn, Ojas A. Namjoshi, Shamim Ara and James M. Cook*

*Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, Email: capncookuwm.edu

M. S. Kabir, M. Lorenz, M. L. V. Linn, O. A. Namjoshi, S. Ara, J. M. Cook, J. Org. Chem., 2010, 75, 3626-3643.

DOI: 10.1021/jo1004179


Abstract

cis-1,2-Cyclohexanediol is an efficient and versatile bidentate O-donor ligand that provides a highly active Cu-catalytic system for cross-coupling reactions of alkyl, aryl, or heterocyclic thiols with either alkyl, aryl, heterocyclic, or substituted vinyl halides. This new catalytic system promoted the mild and efficient stereo- and regiospecific synthesis of biologically important vinyl sulfides.

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Key Words

Vinyl Sulfides, Aryl Sulfides


ID: J42-Y2010-1530