Issue 5, 2023

Practical synthesis of unsymmetrical disulfides promoted by bromodimethylsulfonium bromide

Abstract

Oxidative cross-coupling of two thiols is the most direct tool for the synthesis of unsymmetrical disulfides and highly desirable across academia and industry. However, the inevitable formation of significant amounts of the corresponding symmetrical by-products is a major issue. We herein present a method toward the synthesis of unsymmetrical disulfides in which the homo-coupling of the thiols is effectively inhibited by adding the two thiols sequentially, taking advantage of rapid oxidation of the thiol by bromodimethylsulfonium bromide.

Graphical abstract: Practical synthesis of unsymmetrical disulfides promoted by bromodimethylsulfonium bromide

Supplementary files

Article information

Article type
Communication
Submitted
22 Nov 2022
Accepted
27 Dec 2022
First published
28 Dec 2022

Org. Biomol. Chem., 2023,21, 930-934

Practical synthesis of unsymmetrical disulfides promoted by bromodimethylsulfonium bromide

B. Dong, Y. Chen, S. Xie, J. Zhang, J. Shen and L. Xie, Org. Biomol. Chem., 2023, 21, 930 DOI: 10.1039/D2OB02124B

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