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Reaction of N-arenesulfonyl-1,4-benzoquinone imines with acetylacetone

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Abstract

N-Arenesulfonyl-1,4-benzoquinone imines reacted with acetylacetone to afford different products, depending on the isolation procedure. Crystallization from polar protic solvents gave N-[4-hydroxy- 3-(2-hydroxy-4-oxopent-2-en-3-yl)phenyl]arenesulfonamides and 6-(2-oxopropyl)-4-(arenesulfonamido)phenyl acetates, whereas N-(3-acetyl-2,6-dimethyl-1-benzofuran-5-yl)arenesulfonamides were isolated by crystallization from nonpolar aprotic solvents.

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Authors and Affiliations

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

    S. A. Konovalova, A. P. Avdeenko & E. N. Lysenko

  2. Institute for Single Crystals, National Academy of Ukraine, pr. Lenina 60, Kharkiv, 61001, Ukraine

    V. V. D’yakonenko & S. V. Shishkina

Authors
  1. S. A. Konovalova
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  2. A. P. Avdeenko
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  3. E. N. Lysenko
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  4. V. V. D’yakonenko
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  5. S. V. Shishkina
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Corresponding author

Correspondence to S. A. Konovalova.

Additional information

Original Russian Text © S.A. Konovalova, A.P. Avdeenko, E.N. Lysenko, V.V. D’yakonenko, S.V. Shishkina, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 4, pp. 529–536.

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Konovalova, S.A., Avdeenko, A.P., Lysenko, E.N. et al. Reaction of N-arenesulfonyl-1,4-benzoquinone imines with acetylacetone. Russ J Org Chem 52, 516–522 (2016). https://doi.org/10.1134/S1070428016040060

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  • DOI: https://doi.org/10.1134/S1070428016040060

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