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

Zenghui ZhangNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of ChinaWenjing YangNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of ChinaChangji LiuNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of ChinaXiao YuNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of ChinaShuyong SongNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of ChinaChengcai XiaNational Key Laboratory of Advanced Drug Delivery and Release Systems School of Pharmaceutical Sciences & Institute of Materia Medica Shandong First Medical University & Shandong Academy of Medical Sciences Jinan 250117 People's Republic of China
2024en
ABI

Аннотация

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.

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