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Electroreductive Hydroxymethylation of Imines with Ketones To Access β-Amino Alcohols
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-01-25 , DOI: 10.1021/acs.joc.2c02674
Wei-Mei Zeng 1 , Wen-Feng Dong 1 , Yan-Hong He 1 , Ya-Nan Zhao 2 , Zhi Guan 1
Affiliation  

In this article, an electrochemical method for the direct synthesis of β-amino alcohols from imines and ketones is described. Mechanistic studies, including a radical trapping experiment, electron paramagnetic resonance, cyclic voltammetry, and divided-cell electrolysis experiment, support the radical-involved reductive cross coupling of imines with ketones at the cathode. The use of abundant and easily prepared starting materials, high atom- and step-economy, and insensitivity to air and moisture make this synthetic strategy more efficient for the construction of various β-amino alcohol derivatives.

中文翻译:

亚胺与酮的电还原羟甲基化反应得到 β-氨基醇

在本文中,介绍了一种由亚胺和酮直接合成 β-氨基醇的电化学方法。包括自由基捕获实验、电子顺磁共振、循环伏安法和分池电解实验在内的机理研究支持亚胺与酮在阴极发生自由基参与的还原交叉偶联。使用丰富且易于制备的起始原料、高原子经济性和步骤经济性以及对空气和水分的不敏感性使得该合成策略对于构建各种 β-氨基醇衍生物更加有效。
更新日期:2023-01-25
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