Issue 40, 2022

Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry

Abstract

Sulfonyl radical mediated processes have been considered as a powerful strategy for the construction of sulfonyl compounds. However, an efficient and high atom-economical radical approach to the synthesis of sulfonate esters is still rare, owing to the limited tactics to achieve alkoxysulfonyl radicals. Herein, an electrochemical anodic oxidation of inorganic sulfites with alcohols is developed to afford alkoxysulfonyl radical species, which are utilized in subsequent alkene difunctionalization to provide various sulfonate esters. This transformation features excellent chemoselectivity and broad functional group tolerance. This new discovery presents the potential prospect for the construction of sulfonate esters, and enriches the electrochemical reaction type.

Graphical abstract: Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry

Supplementary files

Article information

Article type
Edge Article
Submitted
19 jul. 2022
Accepted
28 sep. 2022
First published
30 sep. 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 11785-11791

Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry

C. Zhang, M. Yang, Y. Qiu, M. Song, H. Wang, M. Yang, W. Xie, J. Wu and S. Ye, Chem. Sci., 2022, 13, 11785 DOI: 10.1039/D2SC04027A

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