iScience · 2022 · 10 citations · 54 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsHeterocycle SynthesisHeterocyclic ChemistryCleavageCopper-catalyzed OxidationElectron TransferIndole ChemistryIndole DerivativesIndole SynthesisRate LimitingRate-limiting Steps
]indole groups has been established. The utility of this method has also been successfully accomplished by dual oxidative dehydrogenative dearomatization to deliver the desired spirocyclic indolenines containing fluorene groups. According to mechanistic analyses, the C-H cleavage of the phenyl ring was not implicated in the rate-limiting phase. This transformation underwent a single-electron-transfer oxidation by copper(II) catalyst to afford a radical-cation intermediate, yielding the final product by nucleophilic attack and dual deprotonation.
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