Organic Chemistry Portal



Copper-Catalyzed TBHP-Mediated Radical Cross-Coupling Reaction of Sulfonylhydrazides with Thiols Leading to Thiosulfonates

Guo-Yu Zhang, Shuai-Shuai Lv, Adedamola Shoberu and Jian-Ping Zou*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Soochow University, 199 Renai Street, Suzhou, Jiangsu 215123, China, Email:

G.-Y. Zhang, S.-S. Lv, A. Shoberu, J.-P. Zou, J. Org. Chem., 2017, 82, 9801-9807.

DOI: 10.1021/acs.joc.7b01121

see article for more reactions


Tert-butyl hydroperoxide (TBHP) mediates a coupling of sulfonylhydrazides with thiols in the presence of CuBr2 as catalyst to afford thiosulfonates via a radical process.

see article for more examples

proposed mechanism

Key Words

thiosulfonates, TBHP

ID: J42-Y2017