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Transformation of alkyl esters of 4-oxo-3-phenylthioalkanoic acids into substituted 4-phenylthio-2(5H)-furanones and 3-phenylthiofurans

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

When the solutions of methyl and ethyl esters of 4-oxo-3-phenylthioalkanoic acids are boiled in toluene in the presence of p-toluene sulfonic acid, substituted 4-phenylthio-2(5H)-furanones are formed in good yields. In the reaction with diisobutylaluminum hydride or organomagnesium compounds, the latter convert into the corresponding 3-phenylthiofurans.

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Authors and Affiliations

  1. V. I. Lenin Belorussian State University, 220,080, Minsk

    O. G. Kulinkovich, I. G. Tishchenko & Yu. N. Romashin

Authors
  1. O. G. Kulinkovich
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  2. I. G. Tishchenko
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  3. Yu. N. Romashin
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 24, No. 3, pp. 313–316, March, 1988.

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Kulinkovich, O.G., Tishchenko, I.G. & Romashin, Y.N. Transformation of alkyl esters of 4-oxo-3-phenylthioalkanoic acids into substituted 4-phenylthio-2(5H)-furanones and 3-phenylthiofurans. Chem Heterocycl Compd 24, 255–258 (1988). https://doi.org/10.1007/BF00475318

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  • DOI: https://doi.org/10.1007/BF00475318

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