Reactions of benzazole-2-thiones with 3,5-di-tert-butyl-4-hydroxybenzyl acetate
- Authors: Tagasheva R.G.1, Gataullina D.R.1, Zaripova I.F.1, Bukharov S.V.1, Nugumanova G.N.1, Deberdeev T.R.1, Voronina Y.K.2
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Affiliations:
- Kazan National Research Technological University
- Arbuzov Institute of Organic Chemistry, Kazan Research Center
- Issue: Vol 87, No 1 (2017)
- Pages: 22-28
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/217802
- DOI: https://doi.org/10.1134/S1070363217010054
- ID: 217802
Cite item
Abstract
The benzylation of benzothiazole(oxazole, imidazole)-2-thiones with 3,5-di-tert-butyl-4-hydroxybenzyl acetate involves either the sulfur or nitrogen atom depending on the reaction conditions. The S- and N-benzylation products of benzazole-2-thiones are kinetically and thermodynamically controlled products, respectively. The use of 3,5-di-tert-butyl-4-hydroxy-benzyl acetate allows sterically hindered hydroxybenzyl derivatives of benzаzole-2-thiones to be generally synthesized under milder conditions than in known methods of their synthesis.
About the authors
R. G. Tagasheva
Kazan National Research Technological University
Author for correspondence.
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
D. R. Gataullina
Kazan National Research Technological University
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
I. F. Zaripova
Kazan National Research Technological University
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
S. V. Bukharov
Kazan National Research Technological University
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
G. N. Nugumanova
Kazan National Research Technological University
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
T. R. Deberdeev
Kazan National Research Technological University
Email: tagashevar@mail.ru
Russian Federation, ul. K. Marksa 68, Kazan, Tatarstan, 420015
Yu. K. Voronina
Arbuzov Institute of Organic Chemistry, Kazan Research Center
Email: tagashevar@mail.ru
Russian Federation, Kazan, Tatarstan