Direct, Two-Step Synthetic Pathway to Novel Dibenzo[a,c]phenanthridines

Autor:	Esther Domínguez, Imanol Tellitu, Mónica Carril, Miren Karmele Urtiaga, Raul SanMartin, Fátima Churruca, Xavier Solans
Rok vydání:	2005
Předmět:	chemistry.chemical_classification Ketone Two step Organic Chemistry Hypervalent molecule Regioselectivity General Medicine Reductive amination Combinatorial chemistry Ritter reaction chemistry Reagent Organic chemistry Oxidative coupling of methane Bischler–Napieralski reaction Amination
Zdroj:	The Journal of Organic Chemistry. 70:3178-3187
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo0501036
Popis:	Novel dibenzo[a,c]phenanthridines are prepared regioselectively by the application of a straightforward synthetic pathway, starting from new 3,4-diaryl- and 3,4-dihydro-3,4-diarylisoquinolines prepared via Ritter-type heterocyclization and the more classical two-step reductive amination/Bischler−Napieralski cyclization of triarylethanones, respectively. A comparative study of nonphenolic oxidative coupling methodologies provides a highly efficient procedure, based on the hypervalent iodine reagent phenyliodine(III) bis(trifluoroacetate) (PIFA), to accomplish the final coupling step.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::69e21f2a3d7b3e02ea29666ede407310 https://doi.org/10.1021/jo0501036 Zobrazit plný text záznamu