Synthesis of 3‐heptyl‐ and 3‐nonyl‐2,4(1H,3H)‐quinolinediones
Synthesis of 3‐heptyl‐ and 3‐nonyl‐2,4(1H,3H)‐quinolinediones
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DOI：
10.1002/jlac.1990199001195
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发表时间：
1990-11
影响因子：
2.8
通讯作者：
R. Laschober;W. Stadlbauer
中科院分区：
文献类型：
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作者：
R. Laschober;W. Stadlbauer
3-烷基-3-羟基-2，4-（1H，3 H）-喹啉二酮4是假单胞菌的代谢产物，通过氧化相应的4-羟基-2（1H）-喹啉酮3合成。通过3的卤化，分别得到3-氯-和3-溴-2，4-（1H，3 H）-喹啉二酮5和7。5中的氯取代基与叠氮化钠交换得到3-叠氮基衍生物8，而与氟化钾反应得到3-氟喹啉二酮6。
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.