An efficient and convenient method for synthesizing new derivatives of pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione via Sonogashira, Suzuki–Miyaura, and Stille cross-coupling reactions

An efficient method for synthesizing new pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione derivatives starting from l-proline methyl ester and 2-aminonicotinic acid is presented. This method employs Pd-catalyzed cross-coupling reaction on the corresponding brominated compound 4 (key intermediate). Sonogashira, Stille, and Suzuki–Miyaura cross-coupling reactions are used to generate products 5a–g, 6, 7a–c, and 8a–e, in good to excellent yields.