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Tandem Electrochemical Redox/Condensation Reaction Between 2‐Amino Nitrobenzenes and Aliphatic Alcohols: An Approach to Benzimidazoles

Zenghui Zhang, Wenjing Yang, Changji Liu, Xiao Yu, Shuyong Song, Chengcai Xia

2024Advanced Synthesis & Catalysis12 citationsDOIOpen Access PDF

Abstract

Abstract Tandem reactions via electrocatalytic annulations have emerged as a strategy for the construction of heterocycles. Herein, a two‐component electrochemical annulation via sequential reduction, oxidation, and condensation steps to synthesize valuable benzimidazoles motifs is reported. This reaction, which utilizes electricity as both the oxidants and reductants, tolerates a broad range of functional groups. Detailed mechanistic studies including control experiments, cyclic voltammetry (CV) analysis, and key reaction intermediate characterization, reveals an intermolecular electrochemical redox/cyclization pathway.

Topics & Concepts

ChemistryRedoxNitrobenzeneTandemElectrochemistryCondensationCascade reactionCondensation reactionOrganic chemistryCombinatorial chemistryPhotochemistryCatalysisElectrodeThermodynamicsMaterials sciencePhysical chemistryComposite materialPhysicsElectrochemical Analysis and Applications
Tandem Electrochemical Redox/Condensation Reaction Between 2‐Amino Nitrobenzenes and Aliphatic Alcohols: An Approach to Benzimidazoles | Litcius