Issue 16, 2023

[3 + 2] Cycloaddition of azides with arynes formed via C–H deprotonation of aryl sulfonium salts

Abstract

Herein, we developed a new methodology of using aryl sulfonium salts as the aryne precursor for [3 + 2] cycloaddition reactions with azides. The reaction using readily available arenes as the feedstock features excellent atom economy, environmental friendliness and high functional group tolerance. Moreover, due to the excellent performance of the gram-scale reaction, deuterium labeling result and derivatization reactions, there are potential opportunities for large-scale production and other applications.

Graphical abstract: [3 + 2] Cycloaddition of azides with arynes formed via C–H deprotonation of aryl sulfonium salts

Supplementary files

Article information

Article type
Paper
Submitted
10 Jun 2023
Accepted
11 Jul 2023
First published
17 Jul 2023

Green Chem., 2023,25, 6282-6286

[3 + 2] Cycloaddition of azides with arynes formed via C–H deprotonation of aryl sulfonium salts

X. Gu, Y. Zhao and X. Wu, Green Chem., 2023, 25, 6282 DOI: 10.1039/D3GC02052E

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