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Recherches en série hétérocyclique. XXVI. Etude de la condensation de l'azidoacétate d'éthyle sur le thiophènedicarbaldéhyde-2,3: nouvelle voie d'accès à des thiéno[2,3-<i>c</i>] et -[3,2-<i>c</i>] pyridines et pyridones
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1976
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Medicinal ChemistryReaction SchemeHeterocyclicNatural Product SynthesisBiochemistryNatural SciencesOrganic ChemistryEthyl AzidoacetateStereoselective SynthesisChemistryHeterocycle ChemistrySérie HétérocycliquePharmacologySynthetic ChemistryEnantioselective SynthesisFormyl Groups
Ethyl azidoacetate was reacted with thiophene-2,3-dialdehyde, in which the two formyl groups are free or in which one of them is blocked as the diethyl acetal, to yield, after cyclization, thieno[2,3-c] and -[3,2-c] pyridines and pyridones, respectively. The structures of the intermediate products were established by nmr; a reaction scheme is proposed. [Journal translation]