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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