Synthesis 2015; 47(19): 2991-2996
DOI: 10.1055/s-0034-1380815
paper
© Georg Thieme Verlag Stuttgart · New York

Switchable Copper-Catalyzed Cascade Synthesis of Thiazolidine-2-thiones and Thiazole-2(3H)-thiones

Jian-Quan Weng
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China   Email: jhwei828@zjut.edu.cn
,
Bin-Jie Yue
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China   Email: jhwei828@zjut.edu.cn
,
Meng Xu
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China   Email: jhwei828@zjut.edu.cn
,
Yu-Kun Yang
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China   Email: jhwei828@zjut.edu.cn
,
Hong-Wei Jin*
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China   Email: jhwei828@zjut.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 06 February 2015

Accepted after revision: 17 April 2015

Publication Date:
17 June 2015 (online)


Abstract

A novel copper-catalyzed cascade synthesis of thiazolidine-2-thiones from N-(2-bromoallyl)amines and carbon disulfide has been developed. The procedure combines carbamodithioic acid formation and copper-catalyzed intramolecular S-vinylation in one sequence. By elevating the temperature, the one-pot reaction efficiently affords thiazole-2(3H)-thiones in moderate to good yields.

Supporting Information

 
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