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Arylation of adamantanamines: IX. Copper(I)-catalyzed arylation of adamantane-containing amines

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Abstract

Copper(I)-catalyzed arylation of 14 adamantane-containing amines with iodobenzene, 1-fluoro-4-iodobenzene, 1-iodo-4-(trifluoromethyl)benzene, and 1-iodo-4-methoxybenzene has been studied under the conditions optimized previously. The yields of the N-arylation products have been shown to depend in a complicated manner on the amine structure, steric environment of the amino group, and substituent nature in iodobenzene.

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Authors and Affiliations

  1. Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991, Russia

    A. D. Averin, S. P. Panchenko, A. S. Abel, O. A. Maloshitskaya & I. P. Beletskaya

  2. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninskii pr. 31-4, Moscow, 119071, Russia

    A. D. Averin & I. P. Beletskaya

  3. Volzhskii Polytechnic Institute, Branch of Volgograd State Technical University, ul. Engel’sa 42a, Volzhskii, Volgograd oblast, 404121, Russia

    G. M. Butov

  4. Volgograd State Technical University, pr. imeni Lenina 28, Volgograd, 400005, Russia

    E. N. Savelyev, B. S. Orlinson & I. A. Novakov

Authors
  1. A. D. Averin
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  2. S. P. Panchenko
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  3. A. S. Abel
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  4. O. A. Maloshitskaya
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  5. G. M. Butov
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  6. E. N. Savelyev
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  7. B. S. Orlinson
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  8. I. A. Novakov
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  9. I. P. Beletskaya
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Corresponding author

Correspondence to A. D. Averin.

Additional information

Original Russian Text © A.D. Averin, S.P. Panchenko, A.S. Abel, O.A. Maloshitskaya, G.M. Butov, E.N. Savelyev, B.S. Orlinson, I.A. Novakov, I.P. Beletskaya, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 12, pp. 1755–1764.

For communication VIII, see [1].

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Averin, A.D., Panchenko, S.P., Abel, A.S. et al. Arylation of adamantanamines: IX. Copper(I)-catalyzed arylation of adamantane-containing amines. Russ J Org Chem 53, 1788–1798 (2017). https://doi.org/10.1134/S1070428017120028

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  • DOI: https://doi.org/10.1134/S1070428017120028

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