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Nucleophilic substitution and ring closure reactions of 4-chloro-3-nitro-2-quinolones†
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : January 1992 , DOI: 10.1002/jhet.5570290141
Peter Roschger , Werner Fiala , Wolfgang Stadlbauer

4-Chloro-3-nitro-2-quinolones 3 obtained from the 4-hydroxy quinolones 1 by nitration and chlorination, reacted with sodium azide to the 4-azido derivatives 4 which cyclized on thermolysis to yield the furoxanes 5. Nucleophilic substitution reactions of 3 led to the 4-amino-, 4-fluoro- and 4-alkoxy-3-nitroquinolones 7, 8 and 9, respectively. With thiols either 4-thio-3-nitro- 10 or 3,4-dithioquinolones 11 were obtained depending on the basic catalyst.

中文翻译:

的4-氯-3-硝基-2-喹诺酮类亲核取代和闭环反应

通过硝化和氯化从4-羟基喹诺酮1中获得的4-氯-3-硝基-2-喹诺酮3与叠氮化钠反应生成4-叠氮基衍生物4,其在热解时环化以产生呋喃烷53的亲核取代反应分别导致4-氨基-,4-氟-和4-烷氧基-3-硝基喹诺酮7、89。对于硫醇,取决于碱性催化剂,可以得到4-硫-3-硝基-10或3,4-二硫喹诺酮11
更新日期:2017-01-31
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