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

Authors

  • 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
Weitere Informationen

Publikationsverlauf

Received: 06. Februar 2015

Accepted after revision: 17. April 2015

Publikationsdatum:
17. Juni 2015 (online)


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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