ACS Catalysis · 2015 · 159 citations · 73 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisCarbazole ChemistryCarbazole SynthesisFunctional Group ToleranceIndole ChemistryIndole DerivativesIndole SynthesisMild Reaction ConditionsSubstrate Scope
A tandem Cp*Rh(III)-catalyzed C–H activation/Brønsted acid-catalyzed intramolecular cyclization allows a facile synthesis of carbazoles from readily available indoles. The reaction proceeds under rather mild reaction conditions with the generation of water and N 2 as the only byproducts. Broad substrate scope, excellent functional group tolerance, and high yields were observed. The benzannulation of pyroles for the synthesis of indoles is also feasible using the same protocol.
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