An External-Catalyst-Free Trifluoromethylation/Cyclization Strategy To Access Trifluoromethylated-Dihydroisoquinolinones/Indolines with Togni Reagent II

• DOI: 10.1021/acs.orglett.9b00465
• Publication Date: 2019-03-06T21:09:12Z
• Authors: Junchao Wang; Kai Sun; Xiaolan Chen; Tong Chen; Yan Liu; Lingbo Qu; Yufen Zhao; Bing Yu
• Keywords: Trifluoromethylation; Amide; Functional group; Reaction conditions

A novel and efficient CF3 radical-involved external-catalyst-free trifluoromethylation/cyclization methodology to access a group of new trifluoromethylated dihydroisoquinolinones was developed, by reacting different N-allylbenzamides with Togni-II in one pot under mild reaction conditions. Meanwhile, this protocol also well suitable for being employed synthesize many valuable N-acetylindolines, N-aryl-N-allylacetamides Togni-II. In both reactions, the amide groups reactants themselves acted as catalysts promote generation radical required following radical-cascade reactions.