Issue 20, 2015

Transition-metal-free persulfuration to construct unsymmetrical disulfides and mechanistic study of the sulfur redox process

Abstract

A sulfur redox process has been developed between sulfinate and thiosulfate, which efficiently affords diverse unsymmetrical disulfides and provides a new method to modify pharmaceuticals and natural products without requiring an extra oxidant or reductant. Gram-scale investigation further demonstrates the practicality and application potential of this process. Isolated key intermediates and a series of control experiments afford an unusual process, which reveals the mechanism of comproportionation and the transition-metal-free sulfur redox process.

Graphical abstract: Transition-metal-free persulfuration to construct unsymmetrical disulfides and mechanistic study of the sulfur redox process

Supplementary files

Article information

Article type
Communication
Submitted
02 Dec 2014
Accepted
02 Jan 2015
First published
05 Jan 2015

Chem. Commun., 2015,51, 4208-4211

Transition-metal-free persulfuration to construct unsymmetrical disulfides and mechanistic study of the sulfur redox process

X. Xiao, M. Feng and X. Jiang, Chem. Commun., 2015, 51, 4208 DOI: 10.1039/C4CC09633A

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