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Synthesis of 3-heptyl- and 3-nonyl-2,4(1H,3H)-quinolinediones

✍ Scribed by Laschober, Rita ;Stadlbauer, Wolfgang

Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 390 KB
Volume: 1990
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1990199001195

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✦ Synopsis

Abstract

3‐Alkl‐3‐hydroxy‐2,4‐(1__H__,3__H__)‐quinolinediones 4, which are metabolites of some Pseudomonas species, were synthesized by oxidation of the corresponding 4‐hydroxy‐2(1__H__)‐quinolones 3. By halogenation of 3 the 3‐chloro‐ and 3‐bromo‐2,4‐(1__H__,3__H__)‐quinolinediones 5 and 7, respectively, are obtained. Exchange of the chloro substitutent 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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