Iron-Catalyzed Redox-Neutral Radical Cascade Reaction of [60]Fullerene with γ,δ-Unsaturated Oxime Esters: Preparation of Free (N–H) Pyrrolidino[2′,3′:1,2]fullerenes
Conghui Wu, Tongxin Liu, Pengling Zhang, Xue Zhu, Guisheng Zhang
Abstract
Herein an unprecedented iron(II)-catalyzed redox-neutral radical cascade reaction of [60]fullerene with γ,δ-unsaturated oxime esters is reported for the preparation of novel free (N-H) pyrrolidino[2',3':1,2]fullerenes. The transformation undergoes an intramolecular cyclization/intermolecular cyclization/oxidation/hydrolysis cascade, and features simple operation, broad substrate scope/high functional group compatibility as well as suitable for scale-up synthesis, providing a facile and practical access to a range of free pyrrolidino[2',3':1,2]fullerenes.
Topics & Concepts
ChemistryFullereneIntramolecular forceCatalysisOximeRedoxIntermolecular forceCombinatorial chemistryCascade reactionCascadeHydrolysisPhotochemistryMedicinal chemistryOrganic chemistryMoleculeChromatographyFullerene Chemistry and ApplicationsSynthesis and Properties of Aromatic CompoundsCarbon Nanotubes in Composites