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Claisen aromatic amino rearrangement in the series of fluorinated anilines

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Abstract

The effect ofmeta-substituents in the aromatic ring on the route of Claisen rearrangement ofN-(pent-3-en-2-yl)-3-fluoro(or 3-trifluoromethyl, 3,4-difluoro)anilines induced by ZnCl2 was investigated. The formation of two possibleortho-alkenylated reaction products was observed. The ratio of these isomers depends on the nature of the acid catalyst.

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Authors and Affiliations

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

    A. G. Mustafin, A. R. Gimadieva, I. N. Khalilov, L. V. Spirikhin, A. A. Fatykhov, R. A. Nurushev, I. B. Abdrakhmanov & G. A. Tolstikov

Authors
  1. A. G. Mustafin
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  2. A. R. Gimadieva
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  3. I. N. Khalilov
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  4. L. V. Spirikhin
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  5. A. A. Fatykhov
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  6. R. A. Nurushev
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  7. I. B. Abdrakhmanov
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  8. G. A. Tolstikov
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 188–190, January, 1998.

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Mustafin, A.G., Gimadieva, A.R., Khalilov, I.N. et al. Claisen aromatic amino rearrangement in the series of fluorinated anilines. Russ Chem Bull 47, 188–190 (1998). https://doi.org/10.1007/BF02495535

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  • DOI: https://doi.org/10.1007/BF02495535

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