External Oxidant-Free Regioselective Cross Dehydrogenative Coupling of 2-Arylimidazoheterocycles and Azoles with H2 Evolution via Photoredox Catalysis

被引：59

作者：

Chen, Hong ^{[1
]}

Yi, Hong ^{[1
]}

Tang, Zilu ^{[1
]}

Bian, Changliang ^{[1
]}

Zhang, Heng ^{[1
]}

Lei, Aiwen ^{[1
,2
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Inst Adv Studies, Wuhan 430072, Peoples R China

[2] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 17期

基金：

中国国家自然科学基金;

关键词：

C-N bond formation; Hydrogen evolution; C-H amination; Photoredox catalysis; Synergetic catalysis; C-H AMINATION; ONE-POT SYNTHESIS; HYDROGEN-EVOLUTION; METAL-FREE; REGIOSPECIFIC SYNTHESIS; BOND ACTIVATION; ARYLATION; IMIDAZOHETEROCYCLES; ARYL; FUNCTIONALIZATION;

D O I：

10.1002/adsc.201800531

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

In this work, we achieved a site-selective amination of 2-arylimidazoheterocycles on the C3 position using photo-induced external oxidant-free strategy. The C-N bond formation with H-2 evolution was realized via the oxidative C-H/N-H coupling. This protocol may have significant implications in the late-modification of complicated drug molecules. In addition, we also used CV and DFT calculations to study the mechanism, which showed that the arene radical cation played an important role in accelerating the C-H amination process.

引用

页码：3220 / 3227

页数：8

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