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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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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electrochemistry
hydrazides
organic chemistry
regioselectivity
sodium
sulfonylation
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container_end_page 10677
container_issue 15
container_start_page 10660
container_title Journal of organic chemistry
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creator Yang, Zhi-Xian
Ding, Lu-Cai
Yang, Gui-Hong
Wang, Dongyin
Shi, Lou
Li, Yanni
Liang, Deqiang
description 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.
doi_str_mv 10.1021/acs.joc.4c00892
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects electrochemistry
hydrazides
organic chemistry
regioselectivity
sodium
sulfonylation
title Electrochemical Sulfonylation/Cyclization of N‑Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides
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