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 7月 2022
Accepted
28 9月 2022
First published
30 9月 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

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements