Syntheses of Tetrahydrobenzoazepinoindoles and Dihydrobenzodiazepinoindoles via Ring-Opening Cyclization of Activated Aziridines with 2-(2-Bromophenyl)-1H-indoles

Autor:	Manas K. Ghorai, Chandan Kumar Shahi, Sajan Pradhan, Navya Chauhan, Aditya Bhattacharyya
Rok vydání:	2017
Předmět:	010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Regioselectivity 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Enantiopure drug Physical and Theoretical Chemistry Enantiomer
Zdroj:	Organic letters. 19(13)
ISSN:	1523-7052
Popis:	Two efficient, modular, step- and pot-economic strategies to access various 5,6,7,12-tetrahydrobenzo[2,3]azepino[4,5-b]indoles and 6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indoles are disclosed that advance via SN2-type regioselective ring opening of enantiopure aziridines with 2-(2-bromophenyl)-1H-indoles at their C3 and indolyl N centers, respectively, followed by Cu-mediated C–N cyclization which furnishes the products in excellent yields with outstanding enantiomeric excesses (up to >99%).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f75dab477600e79895f19db048930163 https://pubmed.ncbi.nlm.nih.gov/28613075 Zobrazit plný text záznamu