A regio- and chemoselective silver-catalyzed one-pot synthesis of benzo[b][1,7]- and benzo[c][2,7]-naphthyridines has been developed via a sequential Michael addition and silver-mediated cyclization strategy. The protocol exhibits excellent selectivity, high yields, and broad functional group tolerance. The resulting polyfunctionalized benzo[c][2,7]-naphthyridine scaffolds were further investigated as key intermediates toward the synthesis of perlolidine analogues, highlighting their potential for the discovery of novel bioactive compounds and alkaloid frameworks.
