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Disproportionation of condensed thiopyrans with trifluoroacetic and deuterotrifluoroacetic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The disproportionation of isomeric 2,4-diphenyl-5,6-tetramethylene-4H-thiopyran,-6H-thiopyran, and 2,4-diphenyl-5,6,7,9-tetrahydrothiochromene with trifluoroacetic and deuterotrifluoroacetic acids was investigated for the first time. The direction of protonation of the sulfides was established, and this made it possible to form a judgment regarding the structure of the intermediate carbonium ions, which are hydride-ion acceptors. The correctness of the mechanism of disproportionation of condensed two-ring sulfides with a 4H-thiopyran ring was proved. A mechanism for the disproportionation of isomeric 2,4-diphenyl-5,6-tetramethyl-6H-thiopyran and 2,4-dipheny1-5,6,7,9-tetrahydrothiochromene was proposed.

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Authors and Affiliations

  1. N. G. Chernyshevskii Saratov State University, 410601, Saratov

    S. K. Klimenko, T. V. Stolbova & V. G. Kharchenko

Authors
  1. S. K. Klimenko
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  2. T. V. Stolbova
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  3. V. G. Kharchenko
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1338–1341, October, 1981.

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Klimenko, S.K., Stolbova, T.V. & Kharchenko, V.G. Disproportionation of condensed thiopyrans with trifluoroacetic and deuterotrifluoroacetic acids. Chem Heterocycl Compd 17, 998–1001 (1981). https://doi.org/10.1007/BF00503527

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  • DOI: https://doi.org/10.1007/BF00503527

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