Construction of Protoberberine Alkaloid Core through Palladium Carbene Bridging C–H Bond Functionalization and Pyridine Dearomatization
作者:Luoting Xin、Wan Wan、Yinghua Yu、Qiuling Wan、Liyao Ma、Xueliang Huang
DOI:10.1021/acscatal.0c05156
日期:2021.2.5
Compounds with a pyridoisoquinolinone core often appear as members of the protoberberine alkaloid family. Traditional methods to construct this framework normally rely on manipulation of sophisticated reactants. Herein, a palladium-catalyzed reaction of readily available pyridotriazoles and o-bromo/pseudohalo benzaldehydes is described, which provides a modular approach to pyridoisoquinolinone derivatives
具有吡啶基异喹啉酮核心的化合物通常作为原小ber碱生物碱家族的成员出现。构建该框架的传统方法通常依赖于对复杂反应物的操作。在本文中,描述了易于获得的吡啶并三唑与邻溴/假卤代苯甲醛的钯催化反应,其提供了对吡啶并异喹啉酮衍生物的模块化方法。该方法学提供了制备原小ine碱型生物碱的简洁合成途径。吡啶三唑的作用是2倍,充当中继剂以促进C–H键功能化,并进行吡啶脱芳香化作用以构建多环系统。