An overview of recent advances in the synthesis of organic unsymmetrical disulfides

Document Type

Article

Publication Date

8-1-2021

Abstract

Organic unsymmetrical disulfides have been extensively applied in various academic and industrial fields including intermediates in organic synthesis, agriculture, and food science, natural materials, biochemistry, pharmaceutical and medicine chemistry, polymers, material engineering, etc. They play a crucial role in the fabrication of various biological active sulfur heterocycles. Due to broad and extensive applications, many methods have been developed for the synthesis of unsymmetrical S-S and efforts have been made to improve some issues such as cost, energy efficiency, green chemistry, avoid or minimizing waste generation. Several outstanding review articles have been previously published highlighting the advances of S-S bond formation, in general, using various reagents under different conditions in the absence or presence of oxidants/catalysts. In 2020, a review paper was published by our group focusing on recent developments since 2014 in the synthesis of organic symmetrical disulfides. However, investigations on new catalytic methods are being regularly reported and new types of unsymmetrical disulfides are synthesized. The present overview has attempted to systematically summarize recent advances in the process of unsymmetrical S-S bond formation with a major focus since 2010, highlighting mechanistic considerations, substrate scope, advantages, and limitations. The patents are not studied in this overview.

Keywords

Asymmetric synthesis, Cross-coupling, Organic unsymmetrical disulfides, Oxidative cross-coupling, Photocatalytic coupling, thiol-disulfide exchange, mechanism

Divisions

nanocat

Funders

Nanotechnology and Catalysis Research Center, the Universiti Malaya, Kuala Lumpur, Malaysia

Publication Title

Helvetica Chimica Acta

Volume

104

Issue

8

Publisher

John Wiley & Sons

Publisher Location

POSTFACH 101161, 69451 WEINHEIM, GERMANY

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