A two-step method is presented for the oxidation of the 2-methylene position of 2, 3- cycloalkenopyridines. The pyridyl ketones thus obtained may be reacted with 2- aminonicotinaldehyde to yield 3, 3'-annelated derivatives of 2-(2'-ppidyl)-l, &naphthpidme. Treatment of cyclic a-diketones in a similar manner provided 3, 3'-annelated derivatives of 2, 2'-bi-l, 8naphthyridine. Analyses by NMR indicate that when the 3, 3'bridge contains four ...
[Caprathe, Bradley W.; Jaen, Juan C.; Wise, Lawrence D.; Heffner, Thomas G.; Pugsley, Thomas A.; et al. Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2736 - 2746]