School of Chemistry and Chemical Engineering , Hunan University of Science and Technology , Xiangtan 411201 , China.
College of Biological, Chemical Sciences and Engineering , Jiaxing University , Jiaxing 314001 , Zhejiang , China.
J Org Chem. 2019 Sep 20;84(18):11763-11773. doi: 10.1021/acs.joc.9b01643. Epub 2019 Sep 4.
In this work, switchable synthesis of isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione from 2-alkynylbenzamide is reported. The transformation works well with good yields and a broad reaction scope. The synthetic switch for providing isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione is enabled by the use of a N or O atmosphere. Mechanism studies show that the reaction proceeds in a regioselective manner via a N-center radical 6-- aza-cyclization pathway.
本文报道了一种从 2-炔基苯甲酰胺出发，通过切换合成异喹啉-1-酮和 3-羟基异喹啉-1,4-二酮的方法。该转化具有良好的收率和广泛的反应范围。通过使用 N 或 O 气氛，可以实现提供异喹啉-1-酮和 3-羟基异喹啉-1,4-二酮的合成开关。机理研究表明，反应通过 N-中心自由基 6--氮杂环化途径进行区域选择性地进行。
