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Reaction of pentafluoropyridine with oxime nucleophiles via SNAr reactions for preparation of new p-substituted tetrafluoropyridyl derivatives

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Abstract

A new and improved preparation of perfluoropyridin-4-yloxy imino compounds from pentafluoropyridine is described. Pentafluoropyridine was used as the starting material for the preparation of a range of pyridine derivatives that bear mono-substituent. The nucleophilic substitution of pentafluoropyridine with oximes occurs at the 4-position of pyridine ring by the oxygen site of oxime. Therefore, in this work, we wish to report an efficient synthetic route of the oxime-containing perfluoroheteroaromatic systems for the first time.

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Acknowledgments

Financial support from the Research Council of the University of Sistan and Baluchestan is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P. O. Box 98135-674, Zahedan, Iran

    Mir Rasul Mousavi, Malek Taher Maghsoodlou & Nourallah Hazeri

  2. Sina 24 hour Clinic, Marand, Iran

    Hadigheh Gharari

Authors
  1. Mir Rasul Mousavi
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  2. Malek Taher Maghsoodlou
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  3. Hadigheh Gharari
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  4. Nourallah Hazeri
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Correspondence to Malek Taher Maghsoodlou.

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Mousavi, M.R., Maghsoodlou, M.T., Gharari, H. et al. Reaction of pentafluoropyridine with oxime nucleophiles via SNAr reactions for preparation of new p-substituted tetrafluoropyridyl derivatives. Monatsh Chem 146, 1913–1919 (2015). https://doi.org/10.1007/s00706-015-1459-y

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  • DOI: https://doi.org/10.1007/s00706-015-1459-y

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