N -Sulfonylation of azoles with sulfonyl hydrazides enabled by electrocatalysis

Reported herein is an electrochemical strategy for N -sulfonylation of azoles with sulfonyl hydrazides, offering efficient access to valuable N -sulfonated azoles. Organic radical species were involved in the process and EPR experiments provided evidence for the formation of intermediates in situ ....

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2024-07, Vol.26 (15), p.8706-8710
Hauptverfasser: Huang, Cheng, Kang, Chen, Liu, Hong-Jun, Wang, Chen-Lu, Tang, Sheng, Qin, Yu-Shu, Wei, Zhenhong, Cai, Hu
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Sprache:eng
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Zusammenfassung:Reported herein is an electrochemical strategy for N -sulfonylation of azoles with sulfonyl hydrazides, offering efficient access to valuable N -sulfonated azoles. Organic radical species were involved in the process and EPR experiments provided evidence for the formation of intermediates in situ . The electrochemical reaction features metal-free, mild conditions, and a broad substrate scope (>70 examples). The gram-scale synthesis via an electrochemical continuous-flow reaction and late-stage modification of complex compounds is advocated for its practical value.
ISSN:1463-9262
1463-9270
DOI:10.1039/D4GC02474E