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Synthesis of heterofunctional 3,3'-sulfonyldibenzoic acid derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

A method for the preparation of previously difficult to access heterofunctional 3,3'-sulfonyldibenzoic acid derivatives containing amino-, alkylamino-, hydroxy-, and alkoxy substituents at the vicinal position relative to the sulfonyl group has been elaborated. The interaction of methyl 4-nitro-10,10-dioxophenoxathiine-2,8-dicarboxylate with amines and O-nucleophiles was shown to proceed under mild conditions, resulting in oxathiine ring opening, and the nucleophilic substitution occurred exclusively at position 4а of phenoxathiine.

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Authors and Affiliations

  1. Institute of Chemistry of New Materials, National Academy of Sciences of Belarus, 36 Fr. Skaryna St, Minsk, 220141, Belarus

    Dmitrii A. Vasilevskii, Vladimir S. Yashchenko & Vyacheslav K. Ol’khovik

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  1. Dmitrii A. Vasilevskii
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  2. Vladimir S. Yashchenko
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  3. Vyacheslav K. Ol’khovik
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Correspondence to Vyacheslav K. Ol’khovik.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(2), 128–132

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Vasilevskii, D.A., Yashchenko, V.S. & Ol’khovik, V.K. Synthesis of heterofunctional 3,3'-sulfonyldibenzoic acid derivatives. Chem Heterocycl Comp 52, 128–132 (2016). https://doi.org/10.1007/s10593-016-1844-4

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  • DOI: https://doi.org/10.1007/s10593-016-1844-4

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