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Regularities of the amino-Claisen rearrangement mechanism

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Abstract

The synthetic and kinetic regularities of the amino-Claisen rearrangement (ACR) were studied for the transformation of 2,5-dimethyl-N-(pent-3-en-2-yl)aniline. The ACR products are formed due to the conversion of a binary π-complex formed by the reaction of N-alkenylaniline hydrochloride with hydrochloride of the solvent (2,5-dimethylaniline).

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References

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    I. B. Abdrakhmanov, R. R. Ismagilov & R. N. Khusnitdinov

  2. M. Akmulla Bashkir State Pedagogical University, 3a ul. Oktyabr’skoi Revolyutsii, 450008, Ufa, Russian Federation

    I. M. Borisov

  3. Bashkir State Agrarian University, 34 ul. 50 let Oktyabrya, 450001, Ufa, Russian Federation

    N. G. Nigmatullin

  4. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    G. A. Tolstikov

Authors
  1. I. B. Abdrakhmanov
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  2. I. M. Borisov
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  3. R. R. Ismagilov
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  4. N. G. Nigmatullin
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  5. R. N. Khusnitdinov
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  6. G. A. Tolstikov
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Corresponding author

Correspondence to R. N. Khusnitdinov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0083–0087, January, 2013.

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Abdrakhmanov, I.B., Borisov, I.M., Ismagilov, R.R. et al. Regularities of the amino-Claisen rearrangement mechanism. Russ Chem Bull 62, 83–87 (2013). https://doi.org/10.1007/s11172-013-0010-8

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  • DOI: https://doi.org/10.1007/s11172-013-0010-8

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