Qp. Chen et Lw. Deady, SYNTHESIS OF SOME BENZOB!1,6!NAPHTHYRIDINES AND BENZOB!1,7!NAPHTHYRIDINES, Australian Journal of Chemistry, 46(7), 1993, pp. 987-993
Pfitzinger (1-benzylpiperidin-4-one with 7-methylisatin) and Friedland
er (3-aminopyridine-4-carbaldehyde with 2-methylcyclohexanone) synthes
es, respectively, were used to prepare the title 'azaacridines' contai
ning a methyl substituent peri to the central nitrogen. Oxidation of t
his group gave the corresponding.aldehyde and carboxylic acid. In the
1,6! case, especially, the 10-position was also easily oxidized to gi
ve acridone analogues. Nitration occurred exclusively in the benzenoid
rings.