NHPI-Mediated Electrochemical α-Oxygenation of Amides to Benzimides

被引:11
作者
Bai, Fang [1 ]
Wang, Ning [1 ]
Bai, Yinshan [1 ]
Ma, Xiaowei [1 ]
Gu, Chengzhi [1 ]
Dai, Bin [1 ]
Chen, Jianpeng [2 ]
机构
[1] Shihezi Univ, Sch Chem & Chem Engn, State Key Lab Incubat Base Green Proc Chem Engn, Shihezi 832000, Xinjiang Uygur, Peoples R China
[2] Hami Shuoyuan Chem Co Ltd, Hami 832000, Xinjiang Uygur, Peoples R China
基金
中国国家自然科学基金;
关键词
N-ACYL; ALPHA; BETA-UNSATURATED IMIDES; OXIDATION; ALDEHYDES; LACTAMS; HYDROXYPHTHALIMIDE; METHYLARENES; ALKYLAMIDES; ALKYLATION; ACYLATION;
D O I
10.1021/acs.joc.2c02700
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This report describes a mild electrochemical alpha- oxygenation of a wide range of linear and cyclic benzamides mediated by N-hydroxyphthalimide (NHPI) in an undivided cell using O2 as the oxygen source and 2,4,6-trimethylpyridine perchlorate as an electrolyte. The radical scavenger experiment and the 18O labeling experiment were carried out, which indicated the involvement of a radical pathway and suggested O2 as an oxygen source in the imides, respectively.
引用
收藏
页码:2985 / 2998
页数:14
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