Electrochemical Sulfonylation/Cyclization of N‑Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides

Two general protocols for the regioselective electrochemically enabled sulfonylation cyclization of N-alkenylacrylamides with sodium sulfinates or sulfonyl hydrazides were described. These methods were carried out under mild, chemical oxidant-free, and transition-metal-free conditions with a broad s...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-08, Vol.89 (15), p.10660-10677
Main Authors: Yang, Zhi-Xian, Ding, Lu-Cai, Yang, Gui-Hong, Wang, Dongyin, Shi, Lou, Li, Yanni, Liang, Deqiang
Format: Article
Language:English
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Summary:Two general protocols for the regioselective electrochemically enabled sulfonylation cyclization of N-alkenylacrylamides with sodium sulfinates or sulfonyl hydrazides were described. These methods were carried out under mild, chemical oxidant-free, and transition-metal-free conditions with a broad substrate scope and good functional group tolerance to provide sulfonyl-containing 4-pyrrolin-2-ones, which is readily scalable to the gram scale.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00892