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Methylamine Derivatives with 1,2-Azole Fragments: Synthesis, Palladium Complexes, Catalysis of the Suzuki Reaction

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Abstract

New methylamine derivatives with 1,2-azole fragments (phenylisoxazole, p-tolylisoxazole, 2,5-dimethylphenylisoxazole and 4,5-dichloroisothiazole) and their palladium complexes were synthesized. It was shown that palladium complexes with the obtained N-methyl-1-(1,2-azol-3-yl)methylamine exhibit high catalytic activity in the Suzuki reaction in aqueous medium.

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REFERENCES

  1. Musatov, D.M., Starodubtseva, E.V., Rakishev, A.K., Turova, O.V., and Vinogradov, M.G., Russ. J. Org. Chem., 2011, vol. 47, no. 8, p. 1199. https://doi.org/10.1134/s1070428011080136

    Article  CAS  Google Scholar 

  2. Young, R.J., Borthwick, A.D., Brown, D., Burns-Kurtis, C.L., Campbell, M., Chan, C., Charbaut, M., Convery, M.A., Diallo, H., Hortense, E., Irving, W.R., Kelly, H.A., King, N.P., Kleanthous, S., Mason, A.M., Pateman, A.J., Patikis, A.N., Pinto, I.L., Pollard, D.R., Senger, S., Shah, G.P., Toomey, J.R., Watson, N.S., Weston, H.E., and Zhou, P., Bioorg. Med. Chem. Lett., 2008, vol. 18, no. 1, p. 28. https://doi.org/10.1016/j.bmcl.2007.11.019

    Article  CAS  PubMed  Google Scholar 

  3. Banert, K., Hagedorn, M., Hemeltjen, C., Ihle, A., Weigand, K., and Priebe, H., Arkivoc, 2016, no. 5, p. 338. https://doi.org/10.24820/ark.5550190.p009.846

    Article  Google Scholar 

  4. Cromwell, B.T., Biochem J., 1949, vol. 45, no. 1, p. 84. https://doi.org/10.1042/bj0450084

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Eller, K., Henkes, E., Rossbacher, R., and Höke, H., Amines, Aliphatic. Ullmann’s Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA, 2012, vol. 2, p. 648. https://doi.org/10.1002/14356007.a02_001

  6. Kletskov, A.V., Bumagin, N.A., Petkevich, S.K., Dikusar, E.A., Lyakhov, A.S., Ivashkevich, L.S., Kolesnik, I.A., and Potkin, V.I., Inorg. Chem., 2020, vol. 59, no. 15, p. 10384. https://doi.org/10.1021/acs.inorgchem.0c01035

    Article  CAS  PubMed  Google Scholar 

  7. Kletskov, A.V., Bumagin, N.A., Zubkov, F.I., Grudinin, D.G., and Potkin, V.I., Synthesis, 2020, vol. 52, no. 2, p. 159. https://doi.org/10.1055/s-0039-1690688

    Article  CAS  Google Scholar 

  8. Bumagin, N.A., Petkevich, S.K., Kletskov, A.V., and Potkin, V.I., Chem. Heterocycl. Compd., 2017, vol. 53, no. 12, p. 1340. https://doi.org/10.1007/s10593-018-2216-z

    Article  CAS  Google Scholar 

  9. Bumagin, N.A., Petkevich, S.K., Kletskov, A.V., Alekseev, R.S., and Potkin, V.I., Chem. Heterocycl. Compd., 2019, vol. 55, no. 6, p. 508. https://doi.org/10.1007/s10593-019-02492-8

    Article  CAS  Google Scholar 

  10. Bumagin, N.A. and Potkin, V.I., Russ. Chem. Bull., 2016, vol. 65, no. 2, p. 321. https://doi.org/10.1007/s11172-016-1306-2

    Article  CAS  Google Scholar 

  11. Bumagin, N.A., Catal. Commun., 2016, vol. 79, p. 17. https://doi.org/10.1016/j.catcom.2016.02.016

    Article  CAS  Google Scholar 

  12. Potkin, V.I., Bumagin, N.A., Petkevich, S.K., Lyakhov, A.S., Rudakov, D.A., Livantsov, M.V., and Golantsov, N.E., Synthesis, 2012, vol. 44, no. 1, p. 151. https://doi.org/10.1055/s-0031-1289618

    Article  CAS  Google Scholar 

  13. Dauben, W.G. and Tanabe, M., J. Am. Chem. Soc., 1953, vol. 75, no. 20, p. 4969. https://doi.org/10.1021/ja01116a026

    Article  CAS  Google Scholar 

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Funding

This work was financially supported by the Russian Foundation for Basic Research (grant no. 20-58-00005-Bel_a) and the Belarusian Republican Foundation for Basic Research (grant no. X20P-017).

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 220072, Minsk, Belarus

    E. A. Akishina, Е. А. Dikusar, S. K. Petkevich & V. I. Potkin

  2. Lomonosov Moscow State University, 119991, Moscow, Russia

    R. S. Alekseyev & N. A. Bumagin

Authors
  1. E. A. Akishina
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  2. Е. А. Dikusar
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  3. S. K. Petkevich
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  4. R. S. Alekseyev
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  5. N. A. Bumagin
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  6. V. I. Potkin
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Corresponding author

Correspondence to E. A. Akishina.

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Additional information

Translated from Zhurnal Obshchei Khimii, 2021, Vol. 91, No. 8, pp. 1245–1252 https://doi.org/10.31857/S0044460X21080126.

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Akishina, E.A., Dikusar, Е.А., Petkevich, S.K. et al. Methylamine Derivatives with 1,2-Azole Fragments: Synthesis, Palladium Complexes, Catalysis of the Suzuki Reaction. Russ J Gen Chem 91, 1512–1518 (2021). https://doi.org/10.1134/S1070363221080120

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  • DOI: https://doi.org/10.1134/S1070363221080120

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