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Rhodium-Catalyzed Alkyne Hydrothiolation with Aromatic and Aliphatic Thiols

Changsheng Cao, Lauren R. Fraser and Jennifer A. Love*

*Department of Chemistry, 2036 Main Mall, University of British Columbia, Vancouver, British Columbia V6T 1Z1, Canada, Email:

C. Cao, L. R. Fraser, J. A. Love, J. Am. Chem. Soc., 2005, 127, 17614-17615.

DOI: 10.1021/ja055096h


Tp*Rh(PPh3)2 (Tp* = hydrotris(3,5-dimethylpyrazolyl)borate) is a highly active catalyst for alkyne hydrothiolation with alkyl and aryl thiols. Hydrothiolation using alkyl thiols proceeds with excellent regioselectivity, providing convenient access to branched alkyl vinyl sulfides. A mixture of regioisomers is obtained when using aryl thiols.

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Key Words

Vinyl sulfides

ID: J48-Y2005-2670