Copper- and Visible-Light-Catalyzed Cascade Radical Cyclization of <i>N</i>-Propargylindoles with Cyclic Ethers
Luyao Wang, Mengting Li, Zhitao Ning, Xi Zhang, Ying Fu, Zhengyin Du
Abstract
An efficient visible-light-assisted, copper-catalyzed tandem radical cyclization of N-propargylindoles with cyclic ethers is established. A series of 2-oxoalkyl-9H-pyrrolo[1,2-a]indol-9-ones with potential biological activities were synthesized in moderate yields by using a dual catalytic system with copper acetate as a transition metal catalyst and eosin Y as a visible light catalyst. The investigation of reaction mechanism shows that it goes through a cascade oxoalkyl radical addition, cyclization, and oxidation process.
Topics & Concepts
CatalysisChemistryCopperTandemVisible spectrumCascade reactionEosin YCascadeRadical cyclizationPhotochemistryPhotocatalysisCombinatorial chemistryOrganic chemistryMaterials scienceOptoelectronicsChromatographyComposite materialRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods