ChemistrySelect · 2017 · 11 citations · 17 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisNucleophilic ReactivityPyridine ChemistryPyridine SynthesisPyrimidine AnalogsPyrimidine AnaloguesPyrimidine ChemistryThiazole Chemistry
Abstract Condensation of 3‐oxobutanamide derivative 1 with DMF‐DMA afforded the thiazolopyrimidines 4 , pyridine derivative 7 and naphthyridines 12 depending on the different reaction conditions. Condensation of 1 with triethylorthoformate afforded ethoxymethylene derivative 3 . The ethoxymethylenes 3 reacted with different nucleophilic reagents to yield 14 , 15 , 20 and 23–25 respectively. Also, it reacted with malononitrile and ethyl cyanoacetate to give pyridine derivatives 28 a,b . Finally, the ethoxymethylenes 3 reacted with β‐naphthol to yield the benzoquinoline derivative 34 .
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Juan C. Jaén, Lawrence D. Wise, Bradley W. Caprathe et al. · Journal of Medicinal Chemistry · 1990 · 255 citations · Full text
Xufeng Cao, Zhaoshuan Sun, Yongbing Cao et al. · Journal of Medicinal Chemistry · 2014 · 138 citations · Full text