Issue 15, 2024

N-Sulfonylation of azoles with sulfonyl hydrazides enabled by electrocatalysis

Abstract

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.

Graphical abstract: N-Sulfonylation of azoles with sulfonyl hydrazides enabled by electrocatalysis

Supplementary files

Article information

Article type
Communication
Submitted
20 May 2024
Accepted
29 Jun 2024
First published
03 Jul 2024

Green Chem., 2024,26, 8706-8710

N-Sulfonylation of azoles with sulfonyl hydrazides enabled by electrocatalysis

C. Huang, C. Kang, H. Liu, C. Wang, S. Tang, Y. Qin, Z. Wei and H. Cai, Green Chem., 2024, 26, 8706 DOI: 10.1039/D4GC02474E

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