Cyclization of 2-Biphenylthiols to Dibenzothiophenes under PdCl₂/DMSO Catalysis

Tao Zhang, Guigang Deng, Hanjie Li, Bingxin Liu, Qitao Tan*, Bin Xu*

*Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai, 200444, China, Email: qttanshu.edu.cn, xubinshu.edu.cn

T. Zhang, G. Deng, H. Li, B. Liu, Q. Tan, B. Xu, Org. Lett., 2018, 20, 5439-5443.

DOI: 10.1021/acs.orglett.8b02347

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Abstract

A simple catalytic system, in which PdCl₂ is the sole metal catalyst and DMSO functions as an oxidant and solvent, enables a synthesis of dibenzothiophenes in high yields from 2-biphenylthiols. This transformation offers broad substrate scope and operational simplicity.

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Key Words

benzo-fused S-heterocycles, DMSO, dibenzothiophenes, cyclization, C-S bond formation

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ID: J54-Y2018