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Synthesis of β-functionalized ethyl polyfluoroaryl sulfides, sulfoxides, and sulfones underlain by pentafluorobenzoic acid

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Abstract

The reaction of pentafluorobenzoic acid with 2-mercaptoethanol followed by modification of the reaction product by oxidationm halohydroxylation and (or) decarboxylation led to the formation of β-halo- and β-oxyethyl polyfluoroaryl sulfides, sulfoxides, and sulfones, initial compounds for the synthesis of fluorinecontaining 2,3-dihydro-1,4-benzothiazines, 2,3-dihydro-1,4-benzoxathiynes, and 2,3-dihydro-1,4-benzodithiynes and also of their S-oxides and S-dioxides based on intramolecular nucleophilic sybstitution.

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Authors and Affiliations

  1. Institute of Biochemistry and Fundamental Medicine, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia

    V. V. Litvak

  2. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090, Russia

    A. S. Kondrat’ev & V. D. Shteimgarts

  3. Novosibirsk State Pedagogical University, Novosibirsk, Russia

    A. S. Kondrat’ev

  4. Novosibirsk State University, Novosibirsk, Russia

    V. D. Shteimgarts

Authors
  1. V. V. Litvak
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  2. A. S. Kondrat’ev
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  3. V. D. Shteimgarts
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Corresponding author

Correspondence to V. D. Shteimgarts.

Additional information

Original Russian Text © V.V. Litvak, A.S. Kondrat’ev, V.D. Shteimgarts, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 11, pp. 1648–1653.

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Litvak, V.V., Kondrat’ev, A.S. & Shteimgarts, V.D. Synthesis of β-functionalized ethyl polyfluoroaryl sulfides, sulfoxides, and sulfones underlain by pentafluorobenzoic acid. Russ J Org Chem 45, 1637–1643 (2009). https://doi.org/10.1134/S1070428009110104

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  • DOI: https://doi.org/10.1134/S1070428009110104

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