Journal of Organic Chemistry 2012-03-16

Chan-Lam-type S-arylation of thiols with boronic acids at room temperature.

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

Index: J. Org. Chem. 6th ed., 77 , 2878-2884, (2012)

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Abstract

In this work, an efficient CuSO(4)-catalyzed S-arylation of thiols with aryl and heteroaryl boronic acids at room temperature is established. This catalytic system can tolerate a wide variety of thiols and arylboronic acids in the presence of only 5 mol % of CuSO(4) as the catalyst and inexpensive 1,10-phen·H(2)O as the ligand. Moreover, this catalytic system used environment-friendly solvent (EtOH) and oxidant (oxygen).