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Thiocyanation of N-aryl, N-acetyl, and N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine

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Abstract

N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine with alkyl substituents in the quinoid ring have been synthesized and their spectral characteristics were determined. The thiocyanation of N-aryl, N-acetyl, and N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine depending on the LUMO energy of the initial quinone monoamine affords derivatives of benzo[d][1,3]oxathiol-2-ones and benzo[d]oxazole-2(3H)-thiones.

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Authors and Affiliations

  1. Donbass State Engineering Academy, ul. Shkadinova 72, Kramatorsk, 84313, Ukraine

    S. A. Konovalova, A. P. Avdeenko & A. L. Yusina

  2. Ukraine Engineering and Pedagogical Academy, Slavyansk, Ukraine

    O. P. Ledeneva

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

    V. V. Pirozhenko

  4. Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkov, Ukraine

    O. V. Shishkin & G. V. Palamarchuk

  5. Karazin Kharkov National University, Kharkov, Ukraine

    O. V. Shishkin

Authors
  1. S. A. Konovalova
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  2. A. P. Avdeenko
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  3. O. P. Ledeneva
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  4. A. L. Yusina
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  5. V. V. Pirozhenko
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  6. O. V. Shishkin
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  7. G. V. Palamarchuk
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Corresponding author

Correspondence to S. A. Konovalova.

Additional information

Original Russian Text © S.A. Konovalova, A.P. Avdeenko, O.P. Ledeneva, A.L. Yusina, V.V. Pirozhenko, O.V. Shishkin, G.V. Palamarchuk, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 5, pp. 650–660.

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Konovalova, S.A., Avdeenko, A.P., Ledeneva, O.P. et al. Thiocyanation of N-aryl, N-acetyl, and N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine. Russ J Org Chem 50, 635–646 (2014). https://doi.org/10.1134/S1070428014050042

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  • DOI: https://doi.org/10.1134/S1070428014050042

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