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First representative of phosphorylated formic acid hydrazides with three P—C bonds: synthesis and addition to the phosphorylated 4-methylenequinones

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Abstract

Diethylphosphinylmethanehydrazide, the first representative of the phosphorylated formic acid hydrazides with three P—C bonds was obtained, which can exhibit neurotropic activity. Its one-pot synthesis from diethylchlorophosphine, alkyl chloroformate, trimethyl orthoformate, and hydrazine hydrate was developed. The addition of the hydrazide to phosphorylated 4-methylenequinones afforded compounds which can have biological and antioxidant activity.

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Authors and Affiliations

  1. Kazan National Research Technological University, 68 ul. Karla Marksa, 420015, Kazan, Russian Federation

    M. B. Gazizov, R. K. Ismagilov, S. Yu. Ivanova, R. F. Karimova, A. L. Pistsova, R. A. Khairullin, N. N. Gazizova & L. R. Shaikhutdinova

  2. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    A. T. Gubaidullin

  3. Kazan E. K. Zavoisky Physical-Technical Institute, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”, 10/7 ul. Sibirskiy trakt, 420029, Kazan, Russian Federation

    O. I. Gnezdilov

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  1. M. B. Gazizov
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  2. R. K. Ismagilov
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  3. S. Yu. Ivanova
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  4. R. F. Karimova
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  5. A. L. Pistsova
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  7. N. N. Gazizova
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  8. L. R. Shaikhutdinova
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  9. A. T. Gubaidullin
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  10. O. I. Gnezdilov
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Correspondence to M. B. Gazizov.

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Additional information

This work was financially supported by the Russian Foundation for Basic Research and the Government of the Republic of Tatarstan (Grant No. 13-03-97098-r Volga region-a/2013) and the Ministry of Science and Higher Education of the Russian Federation within the base part of the State Assignment in the scientific area (Project No. 4.5348.2017/BCh).

No human or animal subjects were used in this research.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 457–463, March, 2022.

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Gazizov, M.B., Ismagilov, R.K., Ivanova, S.Y. et al. First representative of phosphorylated formic acid hydrazides with three P—C bonds: synthesis and addition to the phosphorylated 4-methylenequinones. Russ Chem Bull 71, 457–463 (2022). https://doi.org/10.1007/s11172-022-3433-2

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  • DOI: https://doi.org/10.1007/s11172-022-3433-2

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