Chemistry of Heterocyclic Compounds

, Volume 47, Issue 8, pp 1029–1036 | Cite as

Electrophilic heterocyclization of 4,5-disubstituted 3-allylthio-4H-1,2,4-triazoles by the action of halogens

  • R. M. Usenko
  • M. V. Slivka
  • V. G. Lendel

A study was carried out on the regioselectivity of the electrophilic heterocyclization of 4,5-disubstituted 3-allylthio-4H-1,2,4-triazoles by the action of bromine and iodine. Factors affecting the halogenation regioselectivity, namely, the nature of the electrophilic reagent and the presence of lithium perchlorate, were studied. A method was developed to obtain 5,6-dihydro-3H-[1,3]thiazolo[3,2-b]triazolium salts. The structure of these salts was confirmed by spectral methods and chemical transformations.


3-allylthio-1,2,4-triazole bromine iodine 5,6-dihydro-3H-[1,3]thiazolo[3,2-b]triazolium salts heterocyclization regioselectivity 


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© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  1. 1.Uzhgorod National UniversityUzhgorodUkraine

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