title: Regio- and chemoselective N-1 acylation of indoles: Pd-catalyzed domino cyclization to afford 1,2-fused tricyclic indole scaffolds.
abstract: A concise method for the synthesis of 1,2-fused tricyclic indole scaffolds by domino cyclization involving a Pd-catalyzed Sonogashira coupling, indole cyclization, regio- and chemoselective N-1 acylation, and 1,4-Michael addition is reported. This method provides straightforward access to tetrahydro[1,4]diazepino[1,2-a]indole and hexahydro[1,5]diazocino[1,2-a]indole scaffolds.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503952.
authors.forename: Yongxian
authors.initials: Y
authors.lastname: Liu
authors.forename: Yuanqiong
authors.initials: Y
authors.lastname: Huang
authors.forename: Hongjian
authors.initials: H
authors.lastname: Song
authors.forename: Yuxiu
authors.initials: Y
authors.lastname: Liu
authors.forename: Qingmin
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000215:Acylation; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry
chemical_list: D007211:Indoles; D010165:Palladium; C030374:indole
keywords: chemoselectivity; cyclization; domino reactions; indoles; palladium; regioselectivity