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Electrochemical Selective Oxidative Synthesis of Diversified Sulfur Heterocycles from <scp>β‐Ketothioamides</scp>

Li‐Rong Wen, Ningning Wang, Wu‐Bo Du, Mingzhe Zhu, Chao Pan, Lin‐Bao Zhang, Ming Li

2021Chinese Journal of Chemistry25 citationsDOI

Abstract

Main observation and conclusion A general and practical protocol for the construction of diversified sulfur heterocycles has been described through organic electrosynthesis means. In undivided cell, dihydrothiophenes, thiazolines and 1,4‐dithiines could be easily generated from various available β‐ketothioamides under metal‐free and external oxidant‐free conditions. The transformation underwent smoothly under mild conditions and could be easily scaled‐up. Moreover, different sulfur heterocycles were generated through varying solvent and 1,4‐diazabicyclo[2.2.2]octane (DABCO) could enable the hydrogen atom transfer (HAT) process of this transformation.

Topics & Concepts

ChemistrySulfurElectrosynthesisDABCOElectrochemistryCombinatorial chemistryOctaneTransformation (genetics)SolventOrganic chemistryPhysical chemistryElectrodeGeneBiochemistrySulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and Activities