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Mild, Efficient and Highly Stereoselective Synthesis of (Z)-Vinyl Chalcogenides from Vinyl Bromides Catalyzed by Copper(I) in Ionic Liquids Based on Amino Acids

Zhiming Wang, Hanjie Mo, Weiliang Bao*

*Department of Chemistry, Zhejiang University, Xi Xi Campus, Hangzhou, Zhejiang 310028, P. R. of China, Email:

Z. Wang, H. Mo, W. Bao, Synlett, 2007, 91-94.

DOI: 10.1055/s-2006-958413

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The coupling of vinyl bromides with thiols or diphenyl diselenide using copper(I) salts as catalysts in ionic liquids based on amino acids gives vinyl chalcogenides in good to excellent yields with retention of stereochemistry. The ionic liquids act as solvent, base, and excellent promoter for the copper-catalyzed coupling reactions.

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Key Words

ionic liquids, copper, coupling, stereoselective, vinyl sulfides, vinyl chalcogenides

ID: J60-Y2007-0140