ELECTROPHILIC HETEROCYCLIZATION OF 4,5-DISUBSTITUTED 3-ALLYLTHIO-4<i>H</i>-1,2,4-TRIAZOLES BY THE ACTION OF HALOGENS
DOI:
https://doi.org/10.1007/1447Keywords:
3-allylthio-1, 2, 4-triazole bromine, iodine, 5, 6-dihydro-3H-[1, 3]thiazolo[3, 2-b]triazolium salts, heterocyclization, regioselectivityAbstract
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.
Authors: R. M. Usenko, M. V. Slivka, and V. G. Lendel
English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 1029-1036
http://link.springer.com/article/10.1007/s10593-011-0870-5
