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Metal-Free Electrocyclization at Ambient Temperature: Synthesis of 1-Arylcarbazoles
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2012
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Combinatorial ChemistryChemical EngineeringMedicinal ChemistryEfficient Novel ProtocolEngineeringHeterocyclicOrganic ElectrochemistryNatural SciencesElectrosynthesisHypervalent IodineMetal-free ElectrocyclizationOrganic ChemistryHyellazole-inspired Compound CollectionChemistryMolecular EngineeringHeterocycle ChemistrySynthetic ChemistryElectrochemistry
An efficient novel protocol for the construction of an hyellazole-inspired compound collection is described. Starting from 2,6-diarylacetanilides, the desired products were obtained using hypervalent iodine promoted electrocyclization. The mechanism of product formation was investigated through intramolecular competition experiments.