Guo Shenghai, Zhai Jianhui, Wang Fang, Fan Xuesen
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Biomol Chem. 2017 May 3;15(17):3674-3680. doi: 10.1039/c7ob00256d.
A practical and highly efficient procedure for the selective preparation of 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-diones through a palladium-catalyzed one-pot three-component cascade reaction of 2-aminobenzamides with 2-bromobenzaldehydes and carbon monoxide under atmospheric pressure has been developed. This cascade reaction, in which four new C-C/C-N bonds and two new rings are simultaneously constructed, is triggered by a cyclocondensation of 2-aminobenzamides with 2-bromobenzaldehydes, followed by a Pd-catalyzed cyclocarbonylation of the in situ formed 2,3-dihydroquinazolin-4(1H)-ones with CO (1 atm). Compared with the existing methods, the present protocol has the advantages of readily available starting materials, broad substrate scope, structural diversity of products, and free of high-pressure equipment.
已开发出一种实用且高效的方法，通过在常压下钯催化2-氨基苯甲酰胺与2-溴苯甲醛和一氧化碳的一锅三组分串联反应，选择性制备6,6a-二氢异吲哚并[2,1-a]喹唑啉-5,11-二酮。该串联反应同时构建了四个新的C-C/C-N键和两个新环，由2-氨基苯甲酰胺与2-溴苯甲醛的环缩合引发，随后原位形成的2,3-二氢喹唑啉-4(1H)-酮与CO（1个大气压）进行钯催化的环羰基化反应。与现有方法相比，本方法具有起始原料易得、底物范围广、产物结构多样且无需高压设备的优点。
