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
1997.0

Abstract

Some 4,8-dimethoxy-3-substituted-2(1H)-quinolones were prepared by electrophilic reaction of 4,8-dimethoxy-2(1H)-quinolone with electrophiles in the presence of n-butyllithium-N,N,N',N',-tetramethylethylenediamine 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.

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