Exploration of a KI-catalyzed oxidation system for direct construction of bispyrrolidino[2,3-b]indolines and the total synthesis of (+)-WIN 64821

Autor:	Fu-Min Zhang, Kun-Long Dai, Xiao-Ming Zhang, Si-Kai Chen, Ju-Song Yang, Yong-Qiang Tu
Rok vydání:	2020
Předmět:	Tandem Chemistry Metals and Alloys Total synthesis General Chemistry Medicinal chemistry Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials Tryptamines Yield (chemistry) Electrophile Materials Chemistry Ceramics and Composites
Zdroj:	Chemical Communications. 56:121-124
ISSN:	1364-548X 1359-7345
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4df55abe4139a4b84be6f08b601c43dc https://doi.org/10.1039/c9cc08646c Zobrazit plný text záznamu