Synthesis · 2005 · 62 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisMicrowave-assisted SynthesisOrganic SynthesisRetrosynthetic AnalysisEnamine ChemistryHeck ReactionIrradiation ConditionsMicrowave Irradiation EffectsMicrowave-assisted Condensation ReactionsMicrowave-assisted Heterocycle SynthesisMicrowave-assisted Organic Synthesis
Under microwave irradiation conditions, the imines/enamines formed between aminopyridines and ketones are converted in moderate to good yields to the corresponding 4-, 5-, 6- or 7-azaindoles via the Hegedus-Mori-Heck reaction (intramolecular Heck reaction). A systematic examination of all isomeric azaindoles synthesis revealed this one-pot procedure to be general in scope.