Site-selective benzylic C-H oxidation through mediated electrolysis

被引：0
作者：
Xi, Yi-Fan [1 ]
Gao, Rui-Xing [1 ]
Fang, Ping [1 ]
Han, Ya-Ping [2 ]
Ma, Cong [1 ]
Mei, Tian-Sheng [1 ]
机构：
[1] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] Hebei Univ Technol, Sch Chem Engn & Technol, Tianjin 300130, Peoples R China
来源：
CHINESE JOURNAL OF CATALYSIS | 2024年 / 67卷
基金：
国家重点研发计划; 中国国家自然科学基金;
关键词：
Organic electrochemistry; Hydrogen atom transfer; Site-selective oxidation; N-Hydroxymaleimide; Radical oxidation; N-HYDROXYPHTHALIMIDE; ELECTROCHEMICAL OXIDATION; AEROBIC OXIDATION; MOLECULAR-OXYGEN; CATALYSIS; BONDS; METHYLARENES; EFFICIENT;
D O I：
10.1016/S1872-2067(24)60139-7
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A novel strategy for site-selective benzylic C-H oxidation has been developed through mediated electrolysis. A bulky maleimide N-oxyl radical (MINO) generated by proton-coupled electrochemical oxidation of N-hydroxymaleimide (NHMI), serves as a hydrogen atom-transfer mediator. Good-to-excellent site selectivity was observed among different substrates, providing a practical approach for site-selective benzylic C-H oxidation. Additionally, the hydrogen-atom transfer mechanism for C-H electrochemical oxidation allows the oxidation to proceed at much lower anode potentials relative to direct electrolysis and with minimal reliance on the substrate's electronic properties. (c) 2024, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：54 / 60
页数：7
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