Phosphorus, sulfur, and silicon and the related elements · 2011 · 15 citations · 16 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisKnoevenagel CondensationMulticomponent Heterocycle SynthesisOne-pot Heterocycle SynthesisOne-pot Library SynthesisPyrazole ChemistryPyrazole SynthesisThiazole ChemistryThiazole Synthesis
Abstract A novel, one-pot, multicomponent synthesis of 4-arylidene-3-methyl-1-(4-arylthiazol-2-yl)-1H-pyrazol-5(4H)-ones is described using phenacyl bromides, thiosemicarbazide, ethylacetoacetate, and aryl aldehydes. This synthesis involves simultaneous formation of two heterocycles like thiazole and pyrazolone along with condensation of active methylene group by aldehydes via Knoevenagel reaction. The methodology is mild, efficient, and high yielding. GRAPHICAL ABSTRACT
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Maria Letizia Barreca, Jan Balzarini, Alba Chimirri et al. · Journal of Medicinal Chemistry · 2002 · 155 citations · Full text