Ethyl 2-(6-ethyl-4,5-dioxo-pyrano[3,2-c]quinoline-3-yl)-2-oxoacetate was prepared and its reactivity towards different nucleophiles is described. This compound underwent ring-opening/ring-closing (RORC) processes via nucleophilic heterocyclization reactions with certain aza- or C-nucleophiles, affording some heterocyclic ketones, viz. pyrazole, pyrimidine, and pyridine, attached to quinoline-2-one at position 3. Structures of the newly synthesized products were established by the combined use of proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), infrared (IR) and mass spectra.
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