Synthesis 2018; 50(11): 2247-2254
DOI: 10.1055/s-0036-1591569
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed S-Arylation of Arylthioureas by Using Diaryl­iodonium Salts

Authors

  • Hui Zhu

    a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn
  • Xing Liu

    a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn
  • Yu Cheng

    a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn
  • Han-Ying Peng

    a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn
  • Yue-Sheng Li*

    b   Nonpower Nuclear Technology Collaborative Innovation Center, Hubei University of Science & Technology, Xianning 437100, P. R. of China   Email: frank78929@163.com
  • Zhi-Bing Dong*

    a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn

We are thankful for support from the National Natural Science Foundation of China (21302150, 11405050), Foundation of Chen-Guang Program from Hubei Association for Science and Technology, Foundation of Chutian Distinguished Fellow from Hubei Provincial Department of Education, and Foundation of High-end Talent Cultivation Program from Wuhan Institute of Technology.
Further Information

Publication History

Received: 15 February 2018

Accepted after revision: 19 March 2018

Publication Date:
25 April 2018 (online)


Graphical Abstract

Preview

Abstract

A convenient and efficient copper-catalyzed S-arylation of arylthioureas using diaryliodonium salts is reported. The desired arylisothioureas were synthesized in good yields in the presence of CuCl as catalyst and K2CO3 as base, and a wide variety of functional groups on the arylthioureas and diaryliodonium salts were tolerated. The protocol affords an alternative synthesis of some potentially useful biological and pharmaceutical compounds.

Supporting Information