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Synthesis of Substituted Indolesand Carbazoles from 2-Fluorophenyl Imines
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2003
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EngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryChemistry2-Fluorophenyl IminesUseful Carbazole 20PharmacologyHeterocycle ChemistrySynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringCarbazole Derivatives
The synthesis of a series of indole and carbazole derivatives from 2-fluorophenyl imines is reported. 2-Fluoroaniline-d 4 (13) is prepared and used to investigate the mechanism of this indolization. 2-Fluorophenyl enaminone 17 gives the synthetically useful carbazole 20 via a similar indolization and in situ alkylation.