Regiochemical control in Diels–Alder routes to aza-anthraquinone derivatives

Autor:	Debkumar Bhattacharjee, Eileen B. Walsh, Kevin T. Potts
Rok vydání:	1984
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Bicyclic molecule Quinoline Enol ether Diels alder Molecular Medicine Organic chemistry Regioselectivity Anthraquinone Derivatives Quinone Diels–Alder reaction
Zdroj:	J. Chem. Soc., Chem. Commun.. :114-116
ISSN:	0022-4936
DOI:	10.1039/c39840000114
Popis:	Quinoline- and isoquinoline-5,8-diones react with 1-methoxycyclohexa-1,3-diene at 80 °C, the former giving 8-methoxy-1-aza-anthraquinone regiospecifically and the latter 5-methoxy-2-aza-anthraquinone regioselectively; in similar cycloadditions, substituted naphtho- and azanaphtho-quinones react with 1-dimethylamino-3-methyl-1-azabuta-1,3-diene at room temperature forming substituted mono- and di-aza-anthraquinones in high yields with high selectivity.
Databáze:	OpenAIRE
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