Electroreductive Hydroxymethylation of Imines with Ketones To Access fl-Amino Alcohols

被引:10
|
作者
Zeng, Wei-Mei [1 ]
Dong, Wen-Feng [1 ]
He, Yan-Hong [1 ]
Zhao, Ya-Nan [2 ]
Guan, Zhi [1 ]
机构
[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
[2] Southwest Univ, Analyt & Testing Ctr, Chongqing 400715, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 03期
基金
中国国家自然科学基金;
关键词
%moisture - Alcohol derivatives - Cross-couplings - Direct synthesis - Divided cell - Electrochemical method - Hydroxymethylation - Mechanistic studies - Radical trapping - Synthetic strategies;
D O I
10.1021/acs.joc.2c02674
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this article, an electrochemical method for the direct synthesis of fi-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 fi-amino alcohol derivatives.
引用
收藏
页码:1625 / 1634
页数:10
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