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Reactions of (4E)-3-Arylamino-4-(hydroxyimino)naphthalen-1(4H)-ones and (4E)-2-[Arylamino(alkylamino)]-4-(hydroxyimino)naphthalen-1(4H)-ones with 2,2-Dihydroxyindane-1,3-dione

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Abstract

The reactions of 3-arylamino-1,4-naphthoquinone-4-oximes with 2,2-dihydroxyindane-1,3-dione proceed without involving the oxime group and lead to (6E)-5-arylamino-4b,11b-dihydroxy-6-hydroxyimino-4b,5-dihydrobenzo[f]indeno[1,2-b]indole-11,12(6H,11bH)-diones. The reactions of 2-arylamino(alkylamino)-1,4-naphthoquinone-4-oximes with 2,2-dihydroxy-1,3-indandione involve the oxime group and lead to 6-[arylamino(alkylamino)]-6b,11b-dihydroxy-5,7-dioxo-5,6b,7,11b-tetrahydrobenzo[g]indeno[1,2-b]indole 12-oxides.

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Funding

The work was financially supported by the Russian Foundation for Basic Research (project no. 18-33-00663).

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Authors and Affiliations

  1. Astaf’ev Krasnoyarsk State Pedagogical University, 660049, Krasnoyarsk, Russia

    L. M. Gornostaev, D. S. Rudenko, T. A. Rukovets, O. I. Fominykh & Yu. G. Romashkova

  2. Voino-Yasenetskii Krasnoyarsk State Medical University, 660022, Krasnoyarsk, Russia

    L. M. Gornostaev, D. S. Rudenko & T. A. Rukovets

  3. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia

    Yu. V. Gatilov

  4. Institute of Chemical Biology and Fundamental Medicine, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia

    V. N. Sil’nikov

Authors
  1. L. M. Gornostaev
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  2. D. S. Rudenko
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  3. T. A. Rukovets
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  4. O. I. Fominykh
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  5. Yu. G. Romashkova
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  6. Yu. V. Gatilov
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  7. V. N. Sil’nikov
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Corresponding author

Correspondence to L. M. Gornostaev.

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Additional information

Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 2, pp. 194–200 https://doi.org/10.31857/S0514749221020051.

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Gornostaev, L.M., Rudenko, D.S., Rukovets, T.A. et al. Reactions of (4E)-3-Arylamino-4-(hydroxyimino)naphthalen-1(4H)-ones and (4E)-2-[Arylamino(alkylamino)]-4-(hydroxyimino)naphthalen-1(4H)-ones with 2,2-Dihydroxyindane-1,3-dione. Russ J Org Chem 57, 165–169 (2021). https://doi.org/10.1134/S1070428021020056

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