Alkylation of l-prolinamide with 3-(chloromethyl)-2-halopyridines, followed by cyclization through an intramolecular Pd-catalysed amidation, provided an entry to the pyrido [2, 3-e] pyrrolo [1, 2-a][1, 4] diazepin-10-one scaffold. Furthermore, a synthetic route towards diverse new pyrido [f] pyrrolo [1, 2-a][1, 4] diazepin-7-ones has been developed by acylation of contiguously substituted (aminomethyl) halopyridines with Boc-l-proline followed by ...