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Direct Synthesis of Alkylthioimidazoles: One‐Pot Three‐Component Cross‐Coupling Mediated by Paired Electrolysis

Jianjing Yang, Ting Zeng, Kelu Yan, Zonghui Qin, Jiangwei Wen

2022Advanced Synthesis & Catalysis20 citationsDOI

Abstract

Abstract The direct synthesis of alkylthioimidazoles was initially accomplished via a one‐pot three‐component cross‐coupling mediated by a paired electrolysis strategy using non‐activated chloroalkane as the alkylating agent. This protocol provides a straightforward method for the preparation of alkylthioimidazoles by employing water as the co‐solvent at room temperature without any exogenous‐oxidants and metal catalysts. Inactivated primary, secondary, tertiary haloalkanes and various isothiocyanates can be compatible with the established conditions to obtain the corresponding products with a moderate yield. The mechanism of this one‐pot three‐component cross‐coupling reaction undergoes a radical process mediated by paired electrolysis. magnified image

Topics & Concepts

ChemistryElectrolysisYield (engineering)One-pot synthesisComponent (thermodynamics)Combinatorial chemistryCatalysisSolventCoupling (piping)Coupling reactionPrimary (astronomy)Organic chemistryElectrodeElectrolytePhysical chemistryMetallurgyThermodynamicsPhysicsAstronomyMaterials scienceSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods