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Synthesis of functionalized vinylpyridine-based phosphinic acids and their derivatives

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Abstract

Functionalized phosphinic acids bearing aminomethyl and 2-carboxyethyl groups were synthesized using vinylpyridines as the starting material. The radical addition of bis(trimethylsiloxy)phosphine to vinylpyridines proceeded regioselectively to give new (2-pyridinylethyl)phosphonites. The later were aminomethylated and 2-carboxyethylated to obtain the target phosphinic acids. The synthesized compounds are of interest as the promising biologically active substances and efficient ligands.

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Authors and Affiliations

  1. Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    A. A. Prishchenko, M. V. Livantsov, O. P. Novikova & L. I. Livantsova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    S. V. Baranin & Yu. N. Bubnov

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Build. 1, 28 ul. Vavilova, 119334, Moscow, Russian Federation

    Yu. N. Bubnov

Authors
  1. A. A. Prishchenko
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  2. M. V. Livantsov
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  3. O. P. Novikova
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  4. L. I. Livantsova
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  5. S. V. Baranin
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  6. Yu. N. Bubnov
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Corresponding author

Correspondence to S. V. Baranin.

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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. 7, pp. 1576–1583, July, 2023.

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Prishchenko, A.A., Livantsov, M.V., Novikova, O.P. et al. Synthesis of functionalized vinylpyridine-based phosphinic acids and their derivatives. Russ Chem Bull 72, 1576–1583 (2023). https://doi.org/10.1007/s11172-023-3936-5

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  • DOI: https://doi.org/10.1007/s11172-023-3936-5

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