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Nucleophilic halogenation of imidazole N-oxides

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Authors and Affiliations

  1. D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow, 125047, Russia

    Evgeny I. Adiulin, Anton V. Kutasevich, Vitaly S. Mityanov, Iosif I. Tkach & Tatyana Yu. Koldaeva

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  1. Evgeny I. Adiulin
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  2. Anton V. Kutasevich
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  3. Vitaly S. Mityanov
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  4. Iosif I. Tkach
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  5. Tatyana Yu. Koldaeva
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Correspondence to Vitaly S. Mityanov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(5), 500–502

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Adiulin, E.I., Kutasevich, A.V., Mityanov, V.S. et al. Nucleophilic halogenation of imidazole N-oxides. Chem Heterocycl Comp 51, 500–502 (2015). https://doi.org/10.1007/s10593-015-1727-0

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  • DOI: https://doi.org/10.1007/s10593-015-1727-0

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