Synlett 2019; 30(10): 1149-1163
DOI: 10.1055/s-0037-1611753
cluster
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Electrochemical Oxidative Cross-Coupling for the Construction of C–S Bonds

Chunlan Song
a   College of Chemistry and Molecular Sciences and The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. of China   Email: aiwenlei@whu.edu.cn   Email: cwchiang@whu.edu.cn
,
Kun Liu
a   College of Chemistry and Molecular Sciences and The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. of China   Email: aiwenlei@whu.edu.cn   Email: cwchiang@whu.edu.cn
,
Xin Dong
a   College of Chemistry and Molecular Sciences and The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. of China   Email: aiwenlei@whu.edu.cn   Email: cwchiang@whu.edu.cn
,
Chien-Wei Chiang*
a   College of Chemistry and Molecular Sciences and The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. of China   Email: aiwenlei@whu.edu.cn   Email: cwchiang@whu.edu.cn
,
Aiwen Lei*
a   College of Chemistry and Molecular Sciences and The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. of China   Email: aiwenlei@whu.edu.cn   Email: cwchiang@whu.edu.cn
b   National Research Center for Carbohydrate Synthesis Jiangxi Normal University, Nanchang 330022, Jiangxi, P. R. of China
› Author Affiliations
This work was supported by the National Natural Science Foundation of China (21520102003, 21701127), the Hubei Province Natural Science Foundation of China (2017CFB152, 2017CFA010), and the Fundamental Research Funds for the Central Universities (213413000050). The Program of Introducing Talents of Discipline to Universities of China (111 Program) is also appreciated.
Further Information

Publication History

Received: 24 January 2019

Accepted after revision: 25 February 2019

Publication Date:
15 April 2019 (online)


Published as part of the Cluster Electrochemical Synthesis and Catalysis

Abstract

With the importance of sulfur-containing organic molecules, developing methodologies toward C–S bond formation is a long-standing goal, and, to date, considerable progress has been made in this area. Recent electrochemical oxidative cross-coupling reactions for C–S bond formation allow the synthesis of sulfur-containing molecules from more effective synthetic routes with high atom economy under mild conditions. In this review, we highlight the vital progress in this novel research arena with an emphasis on the synthetic and mechanistic aspects of the organic electrochemistry reactions.

1 Introduction

2 Electrochemical Oxidative Sulfonylation for the Formation of C–S Bonds

2.1 Applications of Sulfinic Acid Derivatives for the Formation of C–S Bonds

2.2 Applications of Sulfonylhydrazide Derivatives for the Formation of C–S Bonds

3 Electrochemical Oxidative Thiolation for the Formation of C–S Bonds

3.1 Applications of Disulfide Derivatives for the Formation of C–S Bonds

3.2 Applications of Thiophenol Derivatives for the Formation of C–S Bonds

4 Electrochemical Oxidative Thiocyanation for the Formation of C–S Bonds

5 Electrochemical Oxidative Cyclization for the Formation of C–S Bonds

6 Conclusion

 
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