Visible-light-driven α-Oxidation of Amide C(sp3)-H Bonds to Imides via N-Bromosuccinimide and Water

被引：10

作者：

Chang, Huan-Huan ^{[1
]}

He, Xing-Xian ^{[1
]}

Zang, Zhong-Lin ^{[1
]}

Zhou, Cheng-He ^{[1
]}

Cai, Gui-Xin ^{[1
]}

机构：

[1] Southwest Univ, Sch Chem & Chem Engn, Inst Bioorgan & Med Chem, Chongqing 400715, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 12期

关键词：

Amides; C-H Activation; Imides; NBS; Photochemistry; AEROBIC PHOTOOXIDATION; CATALYZED OXIDATION; MEDIATED SYNTHESIS; BENZYL ALCOHOLS; ACYLATION; ALDEHYDES; AMINES; FUNCTIONALIZATION; ALKYLAMIDES; OXYGENATION;

D O I：

10.1002/ajoc.202200500

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, metal-free oxidation method of the N-ortho C(sp(3))-H bond of amide via visible-light irradiation has been developed. A broad range of imides can be facilely obtained at room temperature and this protocol is showcased in the gram-scale synthesis. Preliminary mechanistic studies revealed that a hydrogen atom transfer (HAT) process was involved and H2O offered the main oxygen source to achieve greener photochemical C(sp(3))-H oxidation.

引用

页数：5

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