Silver-catalyzed synthesis of polyfunctionalized 1,7- and 2,7-benzonaphthyridine scaffolds and access to perlolidine derivatives

A regio- and chemoselective silver-catalyzed one-pot synthesis of benzo[<i>b</i>][1,7]- and benzo[<i>c</i>][2,7]-naphthyridines has been developed <i>via</i> 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[<i>c</i>][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.