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Electrochemical Sulfonylation/Cyclization of <i>N</i>-Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides

Zhixian Yang, Lu-Cai Ding, Gui-Hong Yang, Dongyin Wang, Lou Shi, Yanni Li, Deqiang Liang

2024The Journal of Organic Chemistry19 citationsDOI

Abstract

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.

Topics & Concepts

ChemistrySulfonylElectrochemistrySodiumOrganic chemistryMedicinal chemistryCombinatorial chemistryElectrodeAlkylPhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions
Electrochemical Sulfonylation/Cyclization of <i>N</i>-Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides | Litcius