Journal of Heterocyclic Chemistry · 1980 · 25 citations · 12 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisHeteroaromatic CompoundsPyrimidine ChemistryThiophene ChemistryTriazole ChemistryTriazole Synthesis
Abstract Some 1,2,3‐triazolo[1,5‐ a ]thieno[3,2‐ d ]pyrimidines have been prepared by the reaction of active methylene nitriles with 3‐azido‐2‐substituted thiophenes. Thus, for example the 3‐carboxy derivative 5 was prepared by condensation of 3‐azido‐2‐formylthiophene dimethyl acetal ( 1 ) with ethyl cyanoacetate, followed by intramolecular cyclization. Decarboxylation of 5 led to the unsubstituted parent compound 6 . The structure of the triazole‐fused compounds is discussed.
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Salo Gronowitz, Christer Westerlund, A.‐B. Hörnfeldt et al. · Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry · 1975 · 60 citations · Full text