Issue 17, 2015

Metal-free oxysulfenylation of alkenes with 1-(arylthio)pyrrolidine-2,5-diones and alcohols

Abstract

β-Alkoxy sulfides are widely used as versatile building blocks in organic synthesis. Therefore, it is highly desirable to develop a convenient and efficient method for oxysulfenylation of alkenes. In this communication, an easy and efficient metal-free approach to β-alkoxy sulfides has been developed. The protocol uses readily available 1-(arylthio)pyrrolidine-2,5-diones and alcohols as the oxysulfenylating agents, chloroform as the solvent, and no ligand, additive and exclusion of air were required. Therefore, the present method provides a useful strategy for synthesis of β-alkoxy sulfides.

Graphical abstract: Metal-free oxysulfenylation of alkenes with 1-(arylthio)pyrrolidine-2,5-diones and alcohols

Supplementary files

Article information

Article type
Communication
Submitted
05 Feb 2015
Accepted
24 Mar 2015
First published
24 Mar 2015

Org. Biomol. Chem., 2015,13, 4846-4850

Author version available

Metal-free oxysulfenylation of alkenes with 1-(arylthio)pyrrolidine-2,5-diones and alcohols

J. Yu, C. Gao, Z. Song, H. Yang and H. Fu, Org. Biomol. Chem., 2015, 13, 4846 DOI: 10.1039/C5OB00252D

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