Nucleophilic halogenation of imidazole <i>N</i>-oxides

Authors

  • Евгений И. Адиулин D. Mendeleev University of Chemical Technology of Russia
  • Антон В. Кутасевич D. Mendeleev University of Chemical Technology of Russia
  • Виталий С. Митянов D. Mendeleev University of Chemical Technology of Russia
  • Иосиф И. Ткач D. Mendeleev University of Chemical Technology of Russia
  • Татьяна Ю. Колдаева D. Mendeleev University of Chemical Technology of Russia

DOI:

https://doi.org/10.1007/2385

Keywords:

haloimidazoles, imidazoles, imidazole N-oxides, tosyl bromide, tosyl chloride, nucleophilic cine-substitution

Abstract

A convenient method of accessing imidazole 2-halo derivatives is proposed, comprising O-acylation of imidazole N-oxide fluoroborate complexes with tosyl halogenides which further undergo cine-substitution of 3-tosyl group with a halogen anion. In conjunction with a previously proposed method of synthesizing N-oxides of 2-unsubstituted 1-arylimidazoles this method enables one to substantially expand the range of accessible compounds.

How to Cite
Adiulin, Y. I.; Kutasevich, A. V.; Mityanov, V. S.; Tkach, I. I.; Koldaeva, T. Yu. Chem. Heterocycl. Compd. 2015, 51, 500. [Khim. Geterotsikl. Soedin. 2015, 51, 500.]

For this article in the English edition see DOI 10.1007/s10593-015-1727-0

 

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Published

2015-05-28

Issue

Vol. 51 No. 5 (2015)

Section

Letters to the Editor