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Reactions of 2-ethoxycarbonyl(carboxy)-5,6,7,8-tetrafluorochromones with N-nucleophiles
Authors:V I Saloutin  I T Bazyl'  Z E Skryabina  O N Chupakhin
Institution:(1) Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation
Abstract:The direction of reactions of 2-ethoxycarbonyl-5,6,7,8-tetrafluoro- and 2-carboxy-5,6,7,8-tetrafluorochromones with ammonia, methylamine, hexylamine, and aniline depends on the inductive effect of the substituent at position C-2 of the chromone and on the basicity of the amine. Nucleophilic aromatic substitution of a fluorine atom takes place in the interaction of 2-ethoxycarbonyl-5,6,7,8-tetrafluorochromone with secondary amines (morpholine,N-methylpiperazine) and ethylenediamine.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 904–907, May, 1994.
Keywords:2-ethoxycarbonyl-5  6  7  8-tetrafluorochromone  2-carboxy-5  6  7  8-tetrafluorochromone  primary and secondary amines  ethylenediamine  nucleophilic replacement  agr" target="_blank">gif" alt="agr" align="BASELINE" BORDER="0">  beta-unsaturated ketones" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-unsaturated ketones  nucleophilic addition at activated double bond
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