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

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A novel and efficient CF 3 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 external-catalyst-free trifluoromethylation/cyclization protocol was also well suitable for being employed to synthesize many valuable trifluoromethylated N -acetylindolines, by reacting N -aryl- N -allylacetamides with Togni-II. In both reactions, the amide groups of reactants themselves acted as the catalysts to promote the generation of the CF 3 radical required for the following radical-cascade trifluoromethylation/cyclization reactions.