Litcius/Paper detail

Copper-Catalyzed Difluoroalkylation of Alkene/Nitrile Insertion/Cyclization Tandem Sequences: Construction of Difluorinated Bicyclic Amidines

Zheng Li, Yuheng Wu, Ji-Ming Xi, Zhonglin Wei, Wei‐Wei Liao

2021Organic Letters22 citationsDOI

Abstract

A copper-catalyzed difluoroalkylation of an alkene/nitrile insertion/cyclization tandem sequence of N-cyanamide alkene was described, which provided a convenient synthetic approach for accessing difluorinated bicyclic amidines bearing imine moieties in a sustainable fashion. This protocol is characterized by high yields, a broad substrate scope, and good functional group compatibility. In addition, the desired product can be readily converted into other valuable functionalized fluorinated aza-heterocycles.

Topics & Concepts

AlkeneChemistryNitrileBicyclic moleculeTandemCombinatorial chemistryFunctional groupImineCatalysisOrganic chemistryMaterials sciencePolymerComposite materialFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms