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Thiocyanation of N-arylsulfonyl-, N-aroyl-, and N-[(N-arylsulfonyl)benzimidoyl]-1,4-benzoquinone imines

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Abstract

Reactions of thiocyanate ion with N-aroyl-, N-arylsulfonyl-, and N-(N-arylsulfonylbenzimidoyl)-1,4-benzoquinone imines follow the 1,4-addition pattern, and the adducts undergo intramolecular cyclization to give the corresponding N-substituted 5-amino-1,3-benzoxathiol-2-ones as final products.

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Authors and Affiliations

  1. Donbass State Machine-Building Academy, ul. Shkadinova 72, Kramatorsk, 84313, Ukraine

    A. P. Avdeenko, S. A. Konovalov & D. A. Roman’kov

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine

    V. V. Pirozhenko

  3. Institute of Single Crystals, National Academy of Sciences of Ukraine, Khar’kov, Ukraine

    G. V. Palamarchuk & O. V. Shishkinc

Authors
  1. A. P. Avdeenko
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  2. V. V. Pirozhenko
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  3. S. A. Konovalov
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  4. D. A. Roman’kov
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  5. G. V. Palamarchuk
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  6. O. V. Shishkinc
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Correspondence to A. P. Avdeenko.

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Original Russian Text © A.P. Avdeenko, V.V. Pirozhenko, S.A. Konovalova, D.A. Roman’kov, G.V. Palamarchuk, O.V. Shishkin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 3, pp. 419–426.

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Avdeenko, A.P., Pirozhenko, V.V., Konovalov, S.A. et al. Thiocyanation of N-arylsulfonyl-, N-aroyl-, and N-[(N-arylsulfonyl)benzimidoyl]-1,4-benzoquinone imines. Russ J Org Chem 45, 408–416 (2009). https://doi.org/10.1134/S1070428009030105

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  • DOI: https://doi.org/10.1134/S1070428009030105

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