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3-(Dichloroacetyl)chromone; A New Building Block for the Synthesis of Formylated Purine Isosteres: Design and Synthesis of Fused α-(Formyl)pyridines
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2010
Year
Dichloroacetyl ChlorideDerivativesEngineeringPyridine CoreElectron-rich AminoheterocyclesFormylated PurineNatural SciencesDiversity-oriented SynthesisHeterocyclicOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistryPharmacologySynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
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.