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Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines
Publication type: Journal Article
Publication date: 2023-07-28
scimago Q2
wos Q3
SJR: 0.482
CiteScore: 3.8
Impact factor: 2.1
ISSN: 18605397
PubMed ID:
37533878
Organic Chemistry
Abstract
A series of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines was synthesized via a cascade sequence of hydrolysis and skeletal rearrangement of imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazin-7(8H)-ylidene)acetic acid esters in methanol upon treatment with excess KOH. Imidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazin-6(7H)-ylidene)acetic acid esters are also suitable substrates for the reaction. In this case hydrolysis and thiazole ring expansion were accompanied with the change of the thiazolotriazine junction type from thiazolo[3,2-b][1,2,4]triazine to thiazino[2,3-c][1,2,4]triazine.
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7
Total citations:
7
Citations from 2024:
6
(85.72%)
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Vinogradov D. B. et al. Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines // Beilstein Journal of Organic Chemistry. 2023. Vol. 19. pp. 1047-1054.
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Vinogradov D. B., Izmestev A. N., Kravchenko A. N., Strelenko Y. A., Gazieva G. A. Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines // Beilstein Journal of Organic Chemistry. 2023. Vol. 19. pp. 1047-1054.
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TY - JOUR
DO - 10.3762/bjoc.19.80
UR - https://www.beilstein-journals.org/bjoc/articles/19/80
TI - Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines
T2 - Beilstein Journal of Organic Chemistry
AU - Vinogradov, Dmitry B
AU - Izmestev, Alexei N
AU - Kravchenko, Angelina N.
AU - Strelenko, Yuri A.
AU - Gazieva, Galina A.
PY - 2023
DA - 2023/07/28
PB - Beilstein-Institut
SP - 1047-1054
VL - 19
PMID - 37533878
SN - 1860-5397
ER -
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@article{2023_Vinogradov,
author = {Dmitry B Vinogradov and Alexei N Izmestev and Angelina N. Kravchenko and Yuri A. Strelenko and Galina A. Gazieva},
title = {Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines},
journal = {Beilstein Journal of Organic Chemistry},
year = {2023},
volume = {19},
publisher = {Beilstein-Institut},
month = {jul},
url = {https://www.beilstein-journals.org/bjoc/articles/19/80},
pages = {1047--1054},
doi = {10.3762/bjoc.19.80}
}