Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide
Elvira R Zaitseva
1, 2
,
Alexander Yu Smirnov
2
,
Ivan N Myasnyanko
2
,
Anatolii I Sokolov
2
,
Mikhail S Baranov
2, 3
Publication type: Journal Article
Publication date: 2020-01-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
4-Arylidene-2-methyl-1H-imidazol-5(4H)-ones with an acetamide substituent at position 1 of the imidazolone ring can be oxidized with selenium dioxide to form a six-membered imide ring. The spectra of the obtained 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones exhibit significant bathochromic shifts of the absorption and emission maxima in comparison with the spectra of the starting imdazolones, which suggests that the synthesized compounds could be used as fluorogenic dyes.
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Total citations:
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Citations from 2024:
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(28.58%)
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Zaitseva E. R. et al. Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 1. pp. 116-119.
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Zaitseva E. R., Smirnov A. Yu., Myasnyanko I. N., Sokolov A. I., Baranov M. S. Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 1. pp. 116-119.
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TY - JOUR
DO - 10.1007/s10593-020-02634-3
UR - https://doi.org/10.1007/s10593-020-02634-3
TI - Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide
T2 - Chemistry of Heterocyclic Compounds
AU - Zaitseva, Elvira R
AU - Smirnov, Alexander Yu
AU - Myasnyanko, Ivan N
AU - Sokolov, Anatolii I
AU - Baranov, Mikhail S
PY - 2020
DA - 2020/01/01
PB - Springer Nature
SP - 116-119
IS - 1
VL - 56
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2020_Zaitseva,
author = {Elvira R Zaitseva and Alexander Yu Smirnov and Ivan N Myasnyanko and Anatolii I Sokolov and Mikhail S Baranov},
title = {Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide},
journal = {Chemistry of Heterocyclic Compounds},
year = {2020},
volume = {56},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1007/s10593-020-02634-3},
number = {1},
pages = {116--119},
doi = {10.1007/s10593-020-02634-3}
}
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MLA
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Zaitseva, Elvira R., et al. “Synthesis of 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones as a result of oxidation of 4-arylidene-2-methyl-1H-imidazol-5(4H)-ones with selenium dioxide.” Chemistry of Heterocyclic Compounds, vol. 56, no. 1, Jan. 2020, pp. 116-119. https://doi.org/10.1007/s10593-020-02634-3.