Visible-Light-Catalyzed Formal [3+2] Annulation-Aromatization of Amidines with Isoquinolinium N-Ylides: Access to Imidazo[2,1-a]isoquinolines

被引：6

作者：

Zheng, Lvyin ^{[1
]}

Zou, Xiaoying ^{[1
]}

Yang, Xiaojuan ^{[1
]}

Deng, Lei ^{[1
]}

Guo, Wei ^{[1
]}

机构：

[1] Gannan Normal Univ, Key Lab Organo Pharmaceut Chem Jiangxi Prov, Ganzhou 341000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 21期

基金：

中国国家自然科学基金;

关键词：

visible light catalysis; 3+2] annulation-aromatization; imidazo[2,1-a]isoquinolines; amidines; isoquinolinium N-ylides; C-H ACTIVATION; ONE-POT SYNTHESIS; METAL-FREE; CYCLOADDITION REACTION; OXIDATIVE CYCLIZATION; TANDEM ANNULATION; BOND FORMATION; DERIVATIVES; STRATEGY; PYRIMIDINES;

D O I：

10.1002/adsc.202300926

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A visible-light-catalyzed formal [3+2] annulation-aromatization reaction for the synthesis of various substituted imidazo[2,1-a]isoquinolines from amidines with stabilized isoquinolinium N-ylides in the presence of bases is developed. The procedure reported here involves a direct C-H activation and the formation of C-C/C-N bonds in one-pot. The reaction mechanism is probed by radical-trapping experiment, fluorescence quenching, and light on/off experiments. The late-stage modification experiments provide the potential applications in the field of organic and medicinal chemistry for chemists.

引用

页码：3629 / 3636

页数：8

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