Synthesis · 2010 · 26 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryAmino Acid ChemistryDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisBuilding Block MethodologyHydrolysisPurine AnaloguesPurine ChemistryPyridine BioisosteresPyridine ChemistryPyridine Synthesis
The first synthesis of 3-(dichloroacetyl)chromone from 3-(dimethylamino)-1-(2-hydroxyphenyl)propen-1-one and dichloroacetyl chloride is described. The reaction of electron-rich aminoheterocycles with 3-(dichloroacetyl)chromone provides a set of diverse fused pyridines bearing the CHCl2-substituent at the α-position of the pyridine core. Subsequent hydrolysis leads to the formation of annulated α-(formyl)pyridines.