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

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

The Journal of organic chemistry (2012-02-22)
Hua-Jian Xu, Yong-Qiang Zhao, Teng Feng, Yi-Si Feng
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).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
4-Carboxyphenylboronic acid
Sigma-Aldrich
4-Cyanophenylboronic acid, ≥95%