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43. Synthesis of 3-Heptyl- and 3-Nonyl-2,4(1H,3H)-quinolinediones
Laschober R., Stadlbauer W. Lieb. Ann. Chem. 1990, 1083-86

Abstract: 3-Alkyl-3-hydroxy-2,4(1H,3H).quinolinediones 4, which are metabolites of some Pseudomonas species, were synthesized by oxidation of the corresponding 4-hydroxy-2(1H)-quinolones 3. By halogenation of 3 the 3-chloro- and 3-bromo-2,4- (1H,3H)-quinolinediones 5 and 7, respectively, are obtained. Exchange of the chloro substituent in 5 with sodium azide yields the 3-azido derivatives 8, while reaction with potassium fluoride affords the 3-fluoroquinolinediones 6.


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