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Synthesis of γ-pyrone precursors by condensation of acetyl ketene dithioacetals with ethyl polyfluorocarboxylates and diethyl oxalate

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Chemistry of Heterocyclic Compounds Aims and scope

β-Dicarbonyl compounds with the ketene dithioacetyl fragment were obtained by condensation of acetyl ketene dithioacetals with ethyl polyfluorocarboxylates and diethyl oxalate in the presence of NaH in Et2O at room temperature in 65–94% yields. These compounds can be used for the synthesis of 6-polyfluoroalkyl(ethoxycarbonyl)-2-methylsulfanyl-4-pyrones.

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Authors and Affiliations

  1. Institute of Natural Sciences of Ural Federa0l University named after the First President of Russia B. N. Yeltsin, 51 Lenin Ave., Yekaterinburg, 620000, Russia

    Sergey A. Usachev & Vyacheslav Ya. Sosnovskikh

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  1. Sergey A. Usachev
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  2. Vyacheslav Ya. Sosnovskikh
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Correspondence to Vyacheslav Ya. Sosnovskikh.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(12), 1005–1011

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Usachev, S.A., Sosnovskikh, V.Y. Synthesis of γ-pyrone precursors by condensation of acetyl ketene dithioacetals with ethyl polyfluorocarboxylates and diethyl oxalate. Chem Heterocycl Comp 52, 1005–1011 (2016). https://doi.org/10.1007/s10593-017-2000-5

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