| Abstract: | The condensation of methyl 2-pyridylacetate and ethyl phenylpropiolate has been found to be a simple and convenient method for the preparation of 4-quinolizone derivatives. Upon hydrolysis and decarboxylation, the initial condensation product, l-carbethoxy-2-phenyl-4H-quinolizin-4-one (V) was converted to 2-phenyl-4H-quinolizin-4-one (VII). Nitration and bromination of these quinolizones were affected under mild conditions. Nitration of V displaced the carbethoxy group, while bromination did not and 1,3-dinitro-4H-quinolizin-4-one and 1-carbeth-oxy-2-phenyl-3-bromo-4H-quinolizin-4-one were obtained, respectively. |
