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A Very Efficient Synthesis of (1H)-1,5-Diazaanthracene-2,9,10-triones

[ Vol. 2 , Issue. 4 ]


J. Ignacio Ubeda, Mercedes Villacampa and Carmen Avendano   Pages 374 - 377 ( 4 )


Acylation of ortho-lithiated species derived from N,O-dipivaloyl-6-amino-5,8-dimethoxy-4-methyl- 2(1H)-quinolinone, followed by condensation with carbonyl reagents and in situ N-deprotection gave 7-alkyl or 6,7-dialkyl-9,10-dimethoxy-4-methyl-1,5-diaza-2(1H)-anthracenones, which were finally oxidised to the title compounds.


acylation, ortho-assisted lithiation, diazaanthraquinones, friedlander reaction, oxidative demethylation


Departamento de Quimica Organica y Farmaceutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain.

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