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First example of the Chan—Lam—Evans N-arylation of bispidines

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Abstract

The N-arylation of N-Boc-bispidine with arylboronic acids was accomplished under the copper-catalyzed Chan—Lam—Evans reaction conditions. The reaction products were characterized by NMR spectroscopy and X-ray diffraction. The characteristic features of the transannular N⋯N interaction were investigated by X-ray diffraction.

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Funding

The work was financially supported by the Russian Science Foundation (Project No. 19-73-20090). X-ray diffraction studies were performed with the financial support of the Russian Foundation for Basic Research (Project No. 20-03-00867). The studies were performed using equipment granted by the Lomonosov Moscow State University Program of Development and equipment of the Center for Collective Use of the Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences.

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Authors and Affiliations

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

    M. A. Kalinin, S. M. Antropov, A. V. Medvedko, K. A. Lyssenko & S. Z. Vatsadze

  2. Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, 9 pl. Miusskaya, 125047, Moscow, Russian Federation

    A. O. Gudovannyy

Authors
  1. M. A. Kalinin
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  2. S. M. Antropov
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  3. A. V. Medvedko
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  4. A. O. Gudovannyy
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  5. K. A. Lyssenko
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  6. S. Z. Vatsadze
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Corresponding author

Correspondence to S. Z. Vatsadze.

Additional information

Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 90th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2247–2251, November, 2021.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

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Kalinin, M.A., Antropov, S.M., Medvedko, A.V. et al. First example of the Chan—Lam—Evans N-arylation of bispidines. Russ Chem Bull 70, 2247–2251 (2021). https://doi.org/10.1007/s11172-021-3341-x

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  • DOI: https://doi.org/10.1007/s11172-021-3341-x

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