volume 62 issue 1 pages 58-64

Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives

Publication typeJournal Article
Publication date2024-10-21
scimago Q3
wos Q2
SJR0.362
CiteScore4.7
Impact factor2.4
ISSN0022152X, 19435193
Abstract
ABSTRACT

A series of new 4a,7a‐diarylperhydroimidazo[4,5‐e][1,2,4]triazine‐3‐thiones were synthesized from 4,5‐diaryl‐4,5‐dihydroxyimidazolidin‐2‐ones and thiosemicarbazide in high yields, and their interaction with ethyl phenylpropiolate was studied. An effective method for the regioselective synthesis of imidazo[4,5‐e][1,3]thiazino[3,2‐b][1,2,4]triazines as new heterocycic system derivatives was proposed based on the reaction of aforementioned imidazotriazinethiones with ethyl phenylpropiolate in the presence of MeONa in methanol. The reaction is initiated by a Michael‐type addition of the imidazotriazinethiones to the triple bond of ethyl phenylpropiolate followed by intramolecular cyclization.

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Izmestev A. N. et al. Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives // Journal of Heterocyclic Chemistry. 2024. Vol. 62. No. 1. pp. 58-64.
GOST all authors (up to 50) Copy
Izmestev A. N., Baranov V. V., Kolotyrkina N. G., Kravchenko A. N., Gazieva G. A. Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives // Journal of Heterocyclic Chemistry. 2024. Vol. 62. No. 1. pp. 58-64.
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TY - JOUR
DO - 10.1002/jhet.4925
UR - https://onlinelibrary.wiley.com/doi/10.1002/jhet.4925
TI - Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives
T2 - Journal of Heterocyclic Chemistry
AU - Izmestev, Alexei N
AU - Baranov, Vladimir V
AU - Kolotyrkina, Natalya G
AU - Kravchenko, Angelina N.
AU - Gazieva, Galina A.
PY - 2024
DA - 2024/10/21
PB - Wiley
SP - 58-64
IS - 1
VL - 62
SN - 0022-152X
SN - 1943-5193
ER -
BibTex |
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@article{2024_Izmestev,
author = {Alexei N Izmestev and Vladimir V Baranov and Natalya G Kolotyrkina and Angelina N. Kravchenko and Galina A. Gazieva},
title = {Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives},
journal = {Journal of Heterocyclic Chemistry},
year = {2024},
volume = {62},
publisher = {Wiley},
month = {oct},
url = {https://onlinelibrary.wiley.com/doi/10.1002/jhet.4925},
number = {1},
pages = {58--64},
doi = {10.1002/jhet.4925}
}
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Izmestev, Alexei N., et al. “Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives.” Journal of Heterocyclic Chemistry, vol. 62, no. 1, Oct. 2024, pp. 58-64. https://onlinelibrary.wiley.com/doi/10.1002/jhet.4925.