Alkyl 3-fluoroalkyl-3-oxopropionates in reactions with azolyldiazonium salts |
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Authors: | E. V. Shchegol’kov E. V. Sadchikova Ya. V. Burgart V. I. Saloutin |
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Affiliation: | (1) I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620041 Ekaterinburg, Russian Federation;(2) Ural State Technical University, 19 ul. Mira, 620002 Ekaterinburg, Russian Federation |
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Abstract: | Alkyl 3-fluoroalkyl-3-oxopropionates react with antipyrinyldiazonium chloride to form 2-antipyrinylhydrazono-3-fluoroalkyl-3-oxopropionates. The use in these reactions of hetaryldiazonium salts, containing NH group in the α position, leads to alkyl 7-fluoroalkyl-7-hydroxy-4,7- dihydroazolo[5,1-c]triazine-6-carboxylates. 3-Amino-1H-1,2,4-triazole, 3-amino-4-ethoxycar- bonyl-1H-pyrazole, and 5-amino-4-ethoxycarbonyl-1H-imidazole were used as the heterocyclic component. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 599–603, March, 2008. |
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Keywords: | 3-fluoroalkyl-3-oxopropionates azocoupling azolyldiazonium salts dihydroazolotriazines cyclization isomerism |
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