Au(I)/Ag(I)-Catalyzed Cascade Approach for the Synthesis of Benzo[4,5]imidazo[1,2‑c]pyrrolo[1,2‑a]quinazolinones

• Published in: Journal of organic chemistry Vol. 78; no. 9; pp. 4312 - 4318
• Main Authors: Ji, Xun, Zhou, Yu, Wang, Jinfang, Zhao, Linxiang, Jiang, Hualiang, Liu, Hong
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 03.05.2013; Amer Chemical Soc
• Subjects: Catalysis; Chemistry; Chemistry Techniques, Synthetic; Chemistry, Organic; Gold - chemistry; Imidazoles - chemical synthesis; Imidazoles - chemistry; Molecular Structure; Organometallic Compounds - chemistry; Physical Sciences; Pyrroles - chemical synthesis; Pyrroles - chemistry; Quinazolinones - chemical synthesis; Quinazolinones - chemistry; Science & Technology; Silver - chemistry; POTENT; DESIGN; GOLD CATALYSIS; CONCISE TOTAL-SYNTHESIS; BIOLOGICAL EVALUATION; TYROSINE KINASE INHIBITOR; CYCLOISOMERIZATION; DERIVATIVES; CYCLIZATION; DISCOVERY
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo400228g

An efficient and facile Au(I)/Ag(I)-catalyzed cascade method has been developed for one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives through treatment of the substituted 2-(1H-benzo[d]imidazol-2-yl)anilines with 4-pentynoic acid or 5-hexynoic acid. The strategy features a Au(I)/Ag(I)-catalyzed one-pot cascade process involving the formation of three new C–N bonds in high yields, and with broad a substrate scope.