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Thietanyl Protection in the Synthesis of 5-Aryloxy(sulfonyl)-3-bromo-1,2,4-triazoles

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Abstract

Previously unknown 5-aryloxy- and 5-benzenesulfonyl-3-bromo-1H-1,2,4-triazoles have been synthesized starting from 3,5-dibromo-1,2,4-triazole by successive alkylation with 2-chloromethylthiirane, nucleophilic substitution of the 5-bromine atom by phenoxy or phenylsulfanyl group, oxidation of the thietane sulfur atom with hydrogen peroxide, and removal of the thietanyl protecting group by treatment with sodium ethoxide.

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Authors and Affiliations

  1. Bashkir State Medical University, ul. Lenina 3, Ufa, Bashkortostan, 450008, Russia

    F. A. Khaliullin, E. E. Klen & N. N. Makarova

Authors
  1. F. A. Khaliullin
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  2. E. E. Klen
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  3. N. N. Makarova
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Correspondence to E. E. Klen.

Additional information

Original Russian Text © F.A. Khaliullin, E.E. Klen, N.N. Makarova, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 12, pp. 1841–1844.

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Khaliullin, F.A., Klen, E.E. & Makarova, N.N. Thietanyl Protection in the Synthesis of 5-Aryloxy(sulfonyl)-3-bromo-1,2,4-triazoles. Russ J Org Chem 54, 1856–1859 (2018). https://doi.org/10.1134/S1070428018120242

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  • DOI: https://doi.org/10.1134/S1070428018120242

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