Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione
Publication type: Journal Article
Publication date: 2004-10-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Abstract3-Alkoxycarbonylmethylene-1-phenyl-1,2,3,4-tetrahydro-2-quinoxalones, obtained by the interaction of dialkyl esters of oxaloacetic acid and N-phenyl-o-phenylenediamine, react with oxalyl chloride with the formation of 3-alkoxycarbonyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-triones. Alkoxycarbonyl(2-oxo-1-phenyl-1,2-dihydro-3-quinoxalinyl)ketenes, generated on thermal decarbonylation of the latter, are stabilized by participation in a [4+2] cyclodimerization reaction with the formation of 2,4-di(alkoxycarbonyl)-2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-6-phenyl-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-triones. The crystal and molecular structure of the di(ethoxycarbonyl) derivative have been investigated by X-ray structural analysis.
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Maslivets A. N. et al. Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione // Chemistry of Heterocyclic Compounds. 2004. Vol. 40. No. 10. pp. 1295-1299.
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Maslivets A. N., Aliev Z. G., Krasnykh O. P., Golovnina O. V., Atovmyan L. Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione // Chemistry of Heterocyclic Compounds. 2004. Vol. 40. No. 10. pp. 1295-1299.
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TY - JOUR
DO - 10.1007/s10593-005-0060-4
UR - https://doi.org/10.1007/s10593-005-0060-4
TI - Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione
T2 - Chemistry of Heterocyclic Compounds
AU - Maslivets, A N
AU - Aliev, Z G
AU - Krasnykh, O P
AU - Golovnina, O V
AU - Atovmyan, L.O
PY - 2004
DA - 2004/10/01
PB - Springer Nature
SP - 1295-1299
IS - 10
VL - 40
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2004_Maslivets,
author = {A N Maslivets and Z G Aliev and O P Krasnykh and O V Golovnina and L.O Atovmyan},
title = {Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione},
journal = {Chemistry of Heterocyclic Compounds},
year = {2004},
volume = {40},
publisher = {Springer Nature},
month = {oct},
url = {https://doi.org/10.1007/s10593-005-0060-4},
number = {10},
pages = {1295--1299},
doi = {10.1007/s10593-005-0060-4}
}
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Maslivets, A. N., et al. “Chemistry of acyl(imidoyl)ketenes. 8. Thermolysis of 3-alkoxycarbonyl-5- phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]-quinoxaline-1,2,4-triones. Structure of 2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-2,4-di(ethoxycarbonyl)-6-phenyl-2, 3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-trione.” Chemistry of Heterocyclic Compounds, vol. 40, no. 10, Oct. 2004, pp. 1295-1299. https://doi.org/10.1007/s10593-005-0060-4.
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