Chan-Lam-Type S-Arylation of Thiols with Boronic Acids at Room Temperature

Hua-Jian Xu*, Yong-Qiang Zhao, Teng Feng and Yi-Si Feng*

*School of Medical Engineering and ‡School of Chemical Engineering, Hefei University of Technology, Hefei 230009, P. R. China, Email: hjxuhfut.edu.cn, ysfenghfut.edu.cn

H.-J. Xu, Y.-Q. Zhao, T. Feng, Y.-S. Feng, J. Org. Chem., 2012, 77, 2649-2658.

DOI: 10.1021/jo300100x

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Abstract

An efficient CuSO₄-catalyzed S-arylation of thiols with aryl and heteroaryl boronic acids at room temperature is established. A wide variety of thiols and arylboronic acids can be converted in the presence of CuSO₄ as the catalyst, inexpensive 1,10-phen·H₂O as the ligand, oxygen as oxidant, and EtOH as environment-friendly solvent.

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Key Words

Chan-Lam Coupling, Diaryl Thioethers, Green Chemistry, Oxygen

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ID: J42-Y2012-0750