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Reactions of pyridin-2-ol, pyridin-3-ol, and pyridin-4-ol with pentafluoro- and pentachloropyridine

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Chemistry of Heterocyclic Compounds Aims and scope

Reactions of pentafluoro- and pentachloropyridines with pyridin-2-ol, pyridin-3-ol, and pyridin-4-ol are reported. Pyridin-4-ol yields product of attack at the nitrogen atom, while pyridin-3-ol reacts at the oxygen atom. Pyridin-2-ol reacts as an ambident nucleophile, providing a mixture of products arising from attack at both the oxygen and the nitrogen atoms. The structures of compounds were confirmed by IR spectroscopy, 1H, 13C, and 19F NMR spectroscopy, as well as elemental analysis and X-ray crystallography.

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The authors wish to thank Vali-e-Asr University of Rafsanjan for partially funding this work.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan, 77176, Islamic Republic of Iran

    Reza Ranjbar-Karimi, Tayebeh Davodian & Hossein Mehrabi

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  1. Reza Ranjbar-Karimi
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  2. Tayebeh Davodian
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  3. Hossein Mehrabi
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Correspondence to Reza Ranjbar-Karimi.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(12), 1330–1334

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Ranjbar-Karimi, R., Davodian, T. & Mehrabi, H. Reactions of pyridin-2-ol, pyridin-3-ol, and pyridin-4-ol with pentafluoro- and pentachloropyridine. Chem Heterocycl Comp 53, 1330–1334 (2017). https://doi.org/10.1007/s10593-018-2213-2

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  • DOI: https://doi.org/10.1007/s10593-018-2213-2

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