title: Copper-Catalyzed Cascade Reaction via Intramolecular Hydroamination Cyclization of Homopropargylic Amines and Intermolecular Povarov Reaction with Imines.
abstract: A new one-pot cascade reaction of homopropargylic amines with simple imines is developed in the presence of Cu(OTf)2 and affords a series of hexahydro-1H-pyrrolo[3,2-c]quinoline derivatives in good to high yields. This reaction proceeds through an intramolecular hydroamination cyclization of homopropargylic amine to generate a highly reactive dihydropyrrole intermediate in situ. It subsequently reacts with imine via an intermolecular inverse-electron-demand aza-Diels-Alder reaction and a 1,3-H shift to give the fused pyrroloquinoline structures, forming two new C-C bonds and one C-N bond and one N-H bond.
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Hongkai
authors.initials: H
authors.lastname: Wang
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Chan
authors.initials: C
authors.lastname: Wang
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Kaimeng
authors.initials: K
authors.lastname: Huang
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Lingyan
authors.initials: L
authors.lastname: Liu
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
authors.forename: Weixing
authors.initials: W
authors.lastname: Chang
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Weijin Road #94, Nankai District, Tianjin 300071, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Li