An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism
An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism
复制标题
电化学贝克曼重排：通过现代自由基机制的传统反应
DOI：
10.1002/cssc.202001553
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发表时间：
2020
期刊：
影响因子：
8.4
通讯作者：
Guan Zhi
中科院分区：
文献类型：
--
作者：
Tang Li;Wang Zhi-Lv;He Yan-Hong;Guan Zhi
翻译后摘要：电合成作为一种潜在的手段，引入杂原子到碳框架很少研究。在此，电化学贝克曼重排，即。首次提出了酮肟直接电解制酰胺的方法。使用恒定电流作为驱动力，反应可以在室温下在中性条件下容易地进行。在一系列机理研究的基础上，提出了一种新的自由基贝克曼重排机理。这种电化学贝克曼重排不遵循经典贝克曼重排的迁移规则。
Abstract: Electrosynthesis as a potential means of introducing heteroatoms into the carbon framework is rarely studied. Herein, the electrochemical Beckmann rearrangement,i. e. the direct electrolysis of ketoximes to amides, is presented for the first time. Using a constant current as the driving force, the reaction can be easily carried out under neutral conditions at room temperature. Based on a series of mechanistic studies, a novel radical Beckmann rearrangement mechanism is proposed. This electrochemical Beckmann rearrangement does not follow thetrans‐migration rule of the classical Beckmann rearrangement.