Reactions of 2-ethoxycarbonyl(carboxy)-5,6,7,8-tetrafluorochromones with N-nucleophiles |
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Authors: | V. I. Saloutin I. T. Bazyl' Z. E. Skryabina O. N. Chupakhin |
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Affiliation: | (1) Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation |
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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. |
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Keywords: | 2-ethoxycarbonyl-5,6,7,8-tetrafluorochromone, 2-carboxy-5,6,7,8-tetrafluorochromone primary and secondary amines, ethylenediamine nucleophilic replacement /content/p3437t3q34088735/xxlarge945.gif" alt=" agr" align=" BASELINE" BORDER=" 0" >, /content/p3437t3q34088735/xxlarge946.gif" alt=" beta" align=" MIDDLE" BORDER=" 0" >-unsaturated ketones nucleophilic addition at activated double bond |
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