A CONVENIENT PREPARATION OF 4,8-DIMETHOXY-3-SUBSTITUTED-2(1H)-QUINOLONES BY AN ELECTROPHILIC REACTION THROUGH BASE-INDUCED DEPROTONATION AND ITS SYNTHETIC APPLICATION FOR THE SYNTHESIS OF NEW ALKALOIDS, 3,4,8-TRIMETHOXY-2(1H)-QUINOLONE AND 3-FORMYL-4,7,8-TRIMETHOXY-2(1H)-QUINOLONE (GLYCOCITRIDINE)

Authors
TAGAWA Y KAWAOKA T GOTO Y
Citation
Y. Tagawa et al., A CONVENIENT PREPARATION OF 4,8-DIMETHOXY-3-SUBSTITUTED-2(1H)-QUINOLONES BY AN ELECTROPHILIC REACTION THROUGH BASE-INDUCED DEPROTONATION AND ITS SYNTHETIC APPLICATION FOR THE SYNTHESIS OF NEW ALKALOIDS, 3,4,8-TRIMETHOXY-2(1H)-QUINOLONE AND 3-FORMYL-4,7,8-TRIMETHOXY-2(1H)-QUINOLONE (GLYCOCITRIDINE), Journal of heterocyclic chemistry, 34(6), 1997, pp. 1677-1683
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
34
Issue
6
Year of publication
1997
Pages
1677 - 1683
Database
ISI
SICI code
0022-152X(1997)34:6<1677:ACPO4>2.0.ZU;2-R
Abstract
Some 4,8-dimethoxy-3-substituted-2(1H)-quinolones were prepared by ele ctrophilic reaction of 4,8-dimethoxy-2(1H)-quinolone with electrophile s in the presence of -butyllithium-N,N,N',N'-tetramethylethylenediamin e in fairly good yields. This present method was successfully applied for the synthesis of two new alkaloids bearing the 4,8-dimethoxy-2(1H) -quinolone skeleton.