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

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-11-19 DOI:10.1002/adsc.202400771
Zenghui Zhang , Wenjing Yang , Changji Liu , Xiao Yu , Shuyong Song , Chengcai Xia
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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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2 氨基硝基苯与脂肪醇的串联电化学氧化还原/缩合反应:苯并咪唑的制备方法
通过电催化环化进行串联反应已成为构建杂环的一种有效策略。本文报告了一种通过顺序还原、氧化和缩合步骤合成有价值的苯并咪唑基团的双组分电化学环化反应。该反应同时利用电作为氧化剂和还原剂,可容忍多种官能团。包括对照实验、循环伏安法(CV)分析和关键反应中间体表征在内的详细机理研究揭示了分子间电化学氧化还原/环化途径。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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