919787-23-8Relevant academic research and scientific papers
Diels-Alder Cycloaddition of Azepino[4,5-b]indoles Towards Hydrocarbazole Derivatives and Related Heterocycles
Xie, Fukai,Li, Xiang,Xu, Liangyu,Ma, Jun,Sun, Lei,Zhang, Bo,Lin, Bin,Cheng, Maosheng,Liu, Yongxiang
supporting information, p. 873 - 889 (2022/01/26)
An approach to hydrocarbazoles bearing an all-carbon quaternary center at C4a position was developed via a Br?nsted acid-initiated Diels-Alder cycloaddition/retro-aza-Michael addition cascade process from azepino[4,5-b]indoles and commercially available d
Exploration of a KI-catalyzed oxidation system for direct construction of bispyrrolidino[2,3-: B] indolines and the total synthesis of (+)-WIN 64821
Chen, Si-Kai,Yang, Ju-Song,Dai, Kun-Long,Zhang, Fu-Min,Zhang, Xiao-Ming,Tu, Yong-Qiang
, p. 121 - 124 (2019/12/30)
A facile and environmentally benign KI(cat.)/NaBO3·4H2O oxidation system has been developed for the tandem oxidative aminocyclization/coupling of tryptamines, affording a series of 3a,3a′-bispyrrolidino[2,3-b]indolines with high efficiency (up to 94% yield). This reaction features an electrophilic "I+" mechanism, which is importantly quite different from and milder than the typical radical-involving process, and can be readily amplified for the total synthesis of (+)-WIN 64821.
Gold-Catalyzed Intramolecular Tandem Cyclization of Indole-Ynamides: Diastereoselective Synthesis of Spirocyclic Pyrrolidinoindolines
Zheng, Nan,Chang, Yuan-Yuan,Zhang, Li-Jie,Gong, Jian-Xian,Yang, Zhen
, p. 371 - 375 (2016/05/19)
A gold-catalyzed intramolecular tandem cyclization of indole-ynamide affords tetracyclic spirocyclic pyrrolidinoindoline bearing an all-carbon quaternary stereocentre in a single step; however, when the reaction was carried out in the presence of BF3·Et2O, the corresponding tricyclic spirocyclic pyrrolidinoindoline-based enones are produced through a key 1,5-hydride shift. The developed chemistry provides a diastereoselective and straightforward entry to structurally diverse polycylic pyrrolidinoindolines from indole-ynamides in one-pot reactions under mild conditions.
Synthesis of chiral 3-substituted hexahydropyrroloindoline via intermolecular cyclopropanation
Song, Hao,Yang, Jun,Chen, Wei,Qin, Yong
, p. 6011 - 6014 (2007/10/03)
(Chemical Equation Presented) A new and efficient synthetic route to chiral 3-substituted hexahydropyrroloindoline 18 possessing absolute configurations in accordance with indole alkaloids has been developed from readily available L-tryptophan. The key step relies on the one-pot cascade reaction of oxazolidinone 17 with diazoester, which proceeds through intermolecular cyclopropanation, ring opening, and cyclization.
