Synthesis of C2-Carbonyl Indoles via Visible Light-Induced Oxidative Cleavage of an Aminomethylene Group

被引：7

作者：

Ding, Yuzhen ^{[1
]}

Shen, Lei ^{[1
]}

Liang, Kangjiang ^{[1
]}

Xia, Chengfeng ^{[1
]}

机构：

[1] Yunnan Univ, Yunnan Prov Ctr Res & Dev Nat Prod, Sch Pharm, Key Lab Med Chem Nat Resource,Minist Educ, Kunming 650091, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 24期

基金：

中国国家自然科学基金;

关键词：

PHOTOREDOX CATALYSIS; FUNCTIONALIZATION; ACTIVATION; DIOXIDE; PHOTOCATALYSIS; REACTIVITY; AREA;

D O I：

10.1021/acs.joc.2c02292

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A strategy for photochemical oxidative cleavage of the aminomethylene group at the C2 position of indole was developed to synthesize C2-carbonyl indoles. The reaction was initiated by the photochemical oxidation of N1, followed by a water-assisted concerted H-shift by abstracting hydrogen from aminomethylene. Bromopyridine was discovered to play dual roles as an oxidant for the regeneration of photocatalysts and as an accelerant for the single-electron transfer process.

引用

页码：16644 / 16654

页数：11

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