Advanced Synthesis & Catalysis · 2012 · 37 citations · 85 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryChemical BondingHeterocycle SynthesisOrganic SynthesisC - H Bond FunctionalizationC-h Bond ActivationFullerenesHeterocycle FunctionalizationHybrid SynthesisMild Reaction Conditions
Abstract An extraordinarily efficient hybrid acids‐assisted, palladium‐catalyzed and chelating‐group‐assisted CH bond activation of N ‐sulfonyl‐2‐aminobiaryls and their annulations with [60]fullerene via sequential CC and CN bond formation at room temperature to afford [60]fulleroazepines is demonstrated. The formation of [60]fulleroazepines is highly regioselective and tolerant to both electron‐withdrawing and electron‐donating groups on the aryl moiety and the reaction gives monofunctionalized fullerenes in good yields (up to 54% isolated yield and 92% based on converted C 60 ).
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