1,3-Dipolar cycloadditions of nitrile oxides with 7-oxa- and 7-azabenzonorbornadienes

Autor:	TamWilliam, R NagireddyJaipal, CarlsonEmily
Rok vydání:	2014
Předmět:	chemistry.chemical_compound Nitrile chemistry Organic Chemistry 1 3-Dipolar cycloaddition Organic chemistry General Chemistry Catalysis Cycloaddition
Zdroj:	Canadian Journal of Chemistry. 92:635-639
ISSN:	1480-3291 0008-4042
DOI:	10.1139/cjc-2014-0140
Popis:	Dipolar cycloaddition reactions allow for the efficient construction of five-membered heterocycles, often with diverse medicinal applications. We examined the 1,3-dipolar cycloaddition of 7-oxabenzonorbornadienes and 7-azabenzonorbornadienes with acetonitrile oxide and benzonitrile oxide, achieving an assortment of heterobicycle-fused isoxazolines with good to excellent yields. All isoxazolines were consistently directed to the exo face of the bicyclic framework with complete stereoselectivity. Preliminary biological testing of the adducts also showed positive anti-cancer activity, suggesting their potential pharmaceutical utility.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::eb3a49b3c74751eac571eb08e6511c0d https://doi.org/10.1139/cjc-2014-0140 Zobrazit plný text záznamu Plný text ve formátu PDF