Radical Alkene-Trifluoromethylation-Triggered Nitrile Insertion/Remote Functionalization Relay Processes: Diverse Synthesis of Trifluoromethylated Azaheterocycles Enabled by Copper Catalysis
Ji-Ming Xi, Yun-Hai Sun, Wencheng Li, Yuheng Wu, Zhonglin Wei, Wei‐Wei Liao
Abstract
A copper-catalyzed alkene-trifluoromethylation-triggered nitrile insertion/remote functionalization relay process has been achieved, in which “interrupted” remote 1,n-difunctionalizations of alkenes with nitrile insertion can deliver iminyl radical intermediates instead of C-based radicals, followed by subsequent 1,n-HAT to furnish corresponding remote functionalization. This relay protocol enables a straightforward approach to streamline the assembly of structurally diverse trifluoromethylated azaheterocycles.
Topics & Concepts
TrifluoromethylationAlkeneNitrileChemistrySurface modificationCombinatorial chemistryRadicalRelayCatalysisPhotochemistryTrifluoromethylOrganic chemistryQuantum mechanicsPhysicsAlkylPower (physics)Physical chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods