title: Azepinoindole Synthesis via a N-Bromosuccinimide-Induced Cycloisomerization of Enaminoester/Enaminone.
abstract: A protocol based on a newly developed N-bromosuccinimide (NBS)-induced cycloisomerization was described to prepare tricyclic azepino[4,5-b]indoles from simple β-enaminoesters or β-enaminones containing an indole unit. A mechanism involving a Pictet-Spengler cyclization, an aziridine ring formation, and a regioselective C-N bond cleavage was proposed to account for the medium-sized ring formation and the migration of electron-withdrawing group (ester, ketone).
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210023, People's Republic of China.
authors.forename: Lina
authors.initials: L
authors.lastname: Chang
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210023, People's Republic of China.
authors.forename: Tao
authors.initials: T
authors.lastname: Guo
authors.affiliation: Nanjing Foreign Language School , Nanjing 210008, People's Republic of China.
authors.forename: Ziyi
authors.initials: Z
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210023, People's Republic of China.
authors.forename: Shaozhong
authors.identifier: 0000-0002-7766-4433
authors.initials: S
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210023, People's Republic of China.
authors.forename: Zhu-Jun
authors.initials: ZJ
authors.lastname: Yao