volume 1990 , issue 11 , pages 1083-1086

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

Rita Laschober ¹

Wolfgang Stadlbauer ¹

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Institute of Organic Chemistry, Karl Franzens University, Heinrichstraße 28, A‐8010 Graz (Austria) |

Publication type: Journal Article

Publication date: 1990-11-12

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DOI: 10.1002/jlac.1990199001195

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Organic Chemistry

Physical and Theoretical Chemistry

Abstract

3-Alkl-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 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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