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

Green Chemistry Pub Date: 2023-07-17 DOI: 10.1039/D3GC02052E

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
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