Progress in S–X Bond Formation by Halogen-Mediated Electrochemical Reactions

Juan Du; Ya-long Du; Qing-wen Gui

doi:10.1055/a-2096-4349

Synthesis, Table of Contents

Synthesis 2023; 55(18): 2799-2816
DOI: 10.1055/a-2096-4349

review

Special Issue Electrochemical Organic Synthesis

Progress in S–X Bond Formation by Halogen-Mediated Electrochemical Reactions

Juan Du

^aGuangxi Key Laboratory of Natural Polymer Chemistry and Physics, College of Chemistry and Materials, Nanning Normal University, Nanning, Guangxi 530001, P. R. of China

,

Ya-long Du

^aGuangxi Key Laboratory of Natural Polymer Chemistry and Physics, College of Chemistry and Materials, Nanning Normal University, Nanning, Guangxi 530001, P. R. of China

,

Qing-wen Gui ∗

^bCollege of Chemistry and Materials Science, Hunan Agricultural University, Changsha, 410128, P. R. of China

› Author Affiliations

Abstract

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Abstract

Sulfur-containing compounds are very common and important heteroatom skeletons and are widely found in natural products, pharmaceuticals and bioactive compounds. Moreover, the development of synthetic routes to organosulfur compounds has attracted considerable attention due to their wide range of applications in organic chemistry, the pharmaceutical industry and in materials science. As one of most powerful, green and eco-friendly research areas, organic electrosynthesis, in contrast to conventional organic synthesis, can avoid the use of harmful stoichiometric external oxidants or reductants. Importantly, halide salts are widely used as supporting electrolytes and redox catalysts in indirect electrosynthesis to avoid the limitations imposed by high overpotentials in direct electrosynthesis. In recent years, significant progress has been made on the halogen-mediated electrosynthesis of organosulfur compounds. In this review, the scope, limitations and mechanisms of halogen-mediated electrochemical transformations of sulfur-containing compounds are presented and discussed.

1 Introduction

2 S–C Bond Formation

2.1 Organic Thiocyanates

2.2 Sulfonyl Compounds

2.3 Other Sulfides

3 Formation of Other S–X (X = N, O, S, P) Bonds

4 Conclusion and Outlook

Key words

organosulfur compounds - electrosynthesis - halogen-mediated - eco-friendly - sulfonyl compounds - organic thiocyanates

Full Text

References

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