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Three-component reaction between phenanthridine, acetylenic ketones and bis(polyfluoroalkyl) H-phosphonates: synthesis of E-N-acylethenyl-6-bis(polyfluoroalkyl)phosphoryl-5,6-dihydrophenanthridines

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Abstract

A solvent-free three-component reaction between phenanthridine, acetylenic ketones, and bis(polyfluoroalkyl) H-phosphonates proceeded at room temperature for 20–24 h to stereoselectively give the corresponding E-N-acylethenyl-6-bis(polyfluoroalkyl)phosphoryl-5,6-dihydrophenanthridines in up to 82% yield.

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Acknowledgments

Structural studies of the synthesized compounds were carried out using the equipment of the Baikal Analytical Center for Collective Use of the Siberian Branch of the Russian Academy of Sciences.

Funding

This work was financially supported by the Russian Science Foundation (Project No. 18-73-10080P).

Author information

Authors and Affiliations

  1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033, Irkutsk, Russian Federation

    P. A. Volkov, K. O. Khrapova, A. A. Telezhkin, A. I. Albanov & B. A. Trofimov

Authors
  1. P. A. Volkov
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  2. K. O. Khrapova
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  3. A. A. Telezhkin
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  4. A. I. Albanov
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  5. B. A. Trofimov
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Corresponding author

Correspondence to B. A. Trofimov.

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Animal Testing and Ethics

No human or animal subjects were used in this research.

Conflict of Interest

The authors declare no competing interests.

Additional information

Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 73, No. 1, pp. 221–226, January, 2024.

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Volkov, P.A., Khrapova, K.O., Telezhkin, A.A. et al. Three-component reaction between phenanthridine, acetylenic ketones and bis(polyfluoroalkyl) H-phosphonates: synthesis of E-N-acylethenyl-6-bis(polyfluoroalkyl)phosphoryl-5,6-dihydrophenanthridines. Russ Chem Bull 73, 221–226 (2024). https://doi.org/10.1007/s11172-024-4134-9

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  • DOI: https://doi.org/10.1007/s11172-024-4134-9

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