Synlett · 2007 · 40 citations · 0 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryCascade Oxidation ReactionsIndolizine ChemistryPyridine Chemistry
Ugi reactions and [3+2] cycloaddition of pyridinium salts have been associated to provide an efficient multicomponent access to indolizines. The pyridinium salts are formed by an Ugi reaction using chloroacetic acid and propargylamine followed by pyridine addition on the Ugi adduct. The coupling of these salts with aryl iodides gives directly indolizine derivatives in a Sonogashira-cycloaddition-oxidation reaction cascade.