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3-(Trifluoromethyl)-1,2,3-propanetrione 2-oximes in the synthesis of new heterocyclic systems

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Abstract

The reactions of 3-(trifluoromethyl)-1,2,3-propanetrione 2-oximes with equimolar amounts of 1,2-diaminobenzene derivatives containing octafluorotetrahydrophenazinyl or tetrafluorodihydrofuro[3,4-b]quinoxalinyl substituents at the 4 position afford new fluorine-containing heterocyclic systems of the bis-quinoxaline series. The newly synthesized compounds were characterized by IR spectroscopy, 1H, 19F, and 13C NMR spectroscopy, and elemental analysis. The molecular and crystal structure of [7-(1,1,3,3-tetrafluoro-1,3-dihydrofuro[3,4-b]quinoxalin-6-yl)-3-(trifluoromethyl)quinoxalin-2-yl]phenylmethanone was determined by X-ray crystallography.

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. Sofii Kovalevskoy, 620108, Yekaterinburg, Russian Federation

    N. S. Boltacheva, T. I. Filyakova, M. I. Kodess, M. A. Ezhikova, P. A. Slepukhin, V. I. Filyakova, V. I. Saloutin & V. N. Charushin

Authors
  1. N. S. Boltacheva
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  2. T. I. Filyakova
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  3. M. I. Kodess
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  4. M. A. Ezhikova
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  5. P. A. Slepukhin
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  6. V. I. Filyakova
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  7. V. I. Saloutin
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  8. V. N. Charushin
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Corresponding author

Correspondence to V. I. Filyakova.

Additional information

Dedicated to Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her anniversary.

The study was performed within the framework of the state assignment (theme No. 0398-2019-0005 AAAA-A19-119012290117-6) using the equipment of the Joint Use Center “Spectroscopy and Analysis of Organic Compounds” of the I. Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences.

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 3, pp. 706–714, March, 2023.

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Boltacheva, N.S., Filyakova, T.I., Kodess, M.I. et al. 3-(Trifluoromethyl)-1,2,3-propanetrione 2-oximes in the synthesis of new heterocyclic systems. Russ Chem Bull 72, 706–714 (2023). https://doi.org/10.1007/s11172-023-3835-8

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  • DOI: https://doi.org/10.1007/s11172-023-3835-8

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