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55. Synthesis of 3-acyl-4-hydroxy-2(1H)-quinolones
Kappe Th., Aigner R., Hohengassner P., Stadlbauer W., J. Prakt. Chem. 336 (1994), 596-601

Abstract: 3-Acyl-4-hydroxy-2(1H)-quinolones are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones, which in turn are easily obtained from 1:2 condensation of anilines with diethyl malonate or 1:1 condensation of diethyl alkyl- or arylmalonates with 4-hydroxy-2(1H)-quinolones. Nitro- pyranoquinolinediones furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1)-quinolones. Pyranoquinolines with acetyl- or aminosubstituents are hydrolyzed during basic ringopening


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