A novel synthesis of pyrimido[4,5-b]quinoline-2(3H),4(10H)-diones (5-deazaflavins) and analogues by the oxidative cyclization of 5,5′-arylmethylenebis-(6-alkylamino-3-methyluracils)

Autor:	Yoshiharu Sakuma, Hiroyuki Yamaguchi, Kenya Mori, Fumio Yoneda
Rok vydání:	1980
Předmět:	Oxidative cyclization chemistry.chemical_compound Chemistry Quinoline Condensation Oxidative coupling of methane Combinatorial chemistry Medicinal chemistry
Zdroj:	J. Chem. Soc., Perkin Trans. 1. :978-981
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19800000978
Popis:	The oxidative coupling of 5,5′-arylmethylenebis-(6-alkylamino-3-methyluracils), prepared by the condensation of 6-alkylamino-3-methyluracils and arenecarbaldehydes, with diethyl azodiformate afforded the corresponding pyrimido[4,5-b]quinoline-2(3H),4(10H)-diones (5-deazaflavins). This synthetic method was successfully applied to the preparation of 5-deazaflavin-type compounds such as a benzologue, a thiophen analogue, or a nitrogen analogue of 5-deazaflavin. The 8-chloro-5-deazaflavin was converted into the corresponding 8-amino-derivatives by treatment with amines.
Databáze:	OpenAIRE
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