REACTIONS OF PYRIDIN-2-OL, PYRIDIN-3-OL, AND PYRIDIN-4-OL WITH PENTAFLUORO- AND PENTACHLOROPYRIDINE

Authors

  • Reza Ranjbar-Karimi Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan 77176
  • Tayebeh Davodian Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan 77176
  • Hossein Mehrabi Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan 77176

DOI:

https://doi.org/10.1007/3882

Keywords:

chemeoselectivity, pentafluoropyridine, pentachloropyridine, hydroxypyridine, synthesis, aromatic nucleophilic substitution

Abstract

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.

Downloads

Published

2018-01-19

Issue

Vol. 53 No. 12 (2017)

Section

Original Papers