Synthesis of Pyrrolo[2,1,5-<i>cd</i>]indolizine Rings via Visible-Light-Induced Intermolecular [3+2] Cycloaddition of Indolizines and Alkynes
Yu Zhang, Yue Yu, Bing‐Bing Liang, Yongyan Pei, Xiang Liu, Hua–Gang Yao, Hua Cao
Abstract
A range of indolizine smoothly underwent visible-light-induced intermolecular [3+2] annulations with internal alkynes to afford pyrrolo[2,1,5-cd]indolizine in good to excellent yields with high regioselectivity. Through this cascade reaction, a series of fluoroactive fused indolizines with a large π-system were conveniently synthesized. The usage of visible light as energy source with air as a stoichiometric oxidant under simple conditions makes this process attractive and practical.
Topics & Concepts
IndolizineIntermolecular forceRegioselectivityCycloadditionVisible spectrumChemistryPhotochemistryStoichiometryStereochemistryMaterials scienceMoleculeOrganic chemistryCatalysisOptoelectronicsSynthesis and Reactivity of HeterocyclesCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods