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Addition of pyrazoles to α,β-acetylenic aryl(hetaryl) ketones in solid Al2O3: synthesis of 3-pyrazolylenones and 3,3-dipyrazolylpropanones

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Abstract

Mild one-pot synthesis of 3-pyrazolylenones and 3,3-dipyrazolylpropanones in the yields of 18–33% and 34–57%, respectively, by addition of pyrazoles to α,β-acetylenic aryl(hetaryl) ketones in solid Al2O3 (room temperature, 24 h) was reported. The synthesized functionalized pyrazoles are the promising drug precursors and potential chelating «scorpion-like» ligands for coordination chemistry.

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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

    M. D. Gotsko, I. V. Saliy, A. V. Vashchenko, I. A. Ushakov, L. N. Sobenina & B. A. Trofimov

Authors
  1. M. D. Gotsko
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  2. I. V. Saliy
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  3. A. V. Vashchenko
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  4. I. A. Ushakov
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  5. L. N. Sobenina
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  6. B. A. Trofimov
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Corresponding author

Correspondence to B. A. Trofimov.

Additional information

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

The authors are grateful to the Baikal Analytica Center for the Collective Use of the Siberian Branch of the Russian Academy of Sciences for the provided equipment.

This work was financially supported by the plans of the scientific research works in State Register for Institute of Petroleum Chemistry, Siberian Branch of the Russian Academy of Sciences (Project No. 121021000199-6).

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. 681–688, March, 2023.

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Gotsko, M.D., Saliy, I.V., Vashchenko, A.V. et al. Addition of pyrazoles to α,β-acetylenic aryl(hetaryl) ketones in solid Al2O3: synthesis of 3-pyrazolylenones and 3,3-dipyrazolylpropanones. Russ Chem Bull 72, 681–688 (2023). https://doi.org/10.1007/s11172-023-3832-5

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  • DOI: https://doi.org/10.1007/s11172-023-3832-5

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