Electrochemical Amide Bond Formation from Benzaldehydes and Amines: Oxidation by Cathodic-Generated Hydrogen Peroxide
Electrochemical Amide Bond Formation from Benzaldehydes and Amines: Oxidation by Cathodic-Generated Hydrogen Peroxide
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DOI：
10.1002/ejoc.202000479
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发表时间：
2020-06
影响因子：
2.8
通讯作者：
Yuma Kurose;Y. Imada;Yohei Okada;K. Chiba
中科院分区：
文献类型：
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作者：
Yuma Kurose;Y. Imada;Yohei Okada;K. Chiba
虽然由醛和胺形成酰胺键是一种流行的合成工具，但大多数先前报道的反应依赖于过渡金属催化剂或昂贵的氧化剂。我们认为电化学可以实现一种更环保、更安全的方法。通过该反应得到19个苯酰胺衍生物。核磁共振、循环伏安（CV）研究和对照实验表明，通过分子氧阴极还原原位生成的过氧化氢氧化，相应的中间体半胺转化为酰胺。
Although amide bond formation from aldehydes and amines is a popular synthetic tool, most of the previously reported reactions depend on transition‐metal catalysts or expensive oxidants. We considered that a more environmentally benign and safer approach could be achieved by electrochemistry. Nineteen benzamide derivatives were obtained with this reaction. NMR studies, cyclic voltammetry (CV) investigations, and control experiments showed that the corresponding intermediate, a hemiaminal, was transformed into the amide by oxidation with hydrogen peroxide generated in situ by cathodic reduction of molecular oxygen.