Organic Letters · 2019 · 19 citations · 77 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst DesignDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisAtom Economy In Coupling ReactionsC - H Bond FunctionalizationFunctional Group ToleranceHeterocycle FunctionalizationIndole ChemistryIndole SynthesisRegioselectivitySubstrate Scope
Reported herein is a new copper-catalyzed N–H/C–H sequential relay oxidative radical carboannulation of [60]fullerene with C2-functionalized free indoles for the direct construction of novel [60]fullerene-fused tetrahydrocyclopenta[b]indoles. The transformation shows high regioselectivity and atom economy, broad substrate scope, and good functional group tolerance, providing an efficient and practical approach to access diversely substituted fullerene-fused polycyclic derivatives from simple hydrocarbons.
77