volume 41 issue 7 pages 1081-1088

Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones

Publication typeJournal Article
Publication date2005-07-01
scimago Q4
wos Q4
SJR0.190
CiteScore1.3
Impact factor0.9
ISSN10704280, 16083393
Organic Chemistry
Abstract
Abstract(Z)-3-Phenacylidene- and (Z)-3-hetaroylmethylidene-1-phenyl-1,2,3,4-tetrahydroquinoxalin-2-ones react with oxalyl chloride to give 3-acyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-triones. Thermolysis of the latter generates acyl(3-oxo-4-phenyl-3,4-dihydroquinoxalin-2-yl)ketenes which are stabilized via [4 + 2]-cyclodimerization followed by [1,3]-acylotropic shift to afford 4-acyl-3-acyloxy-2-(3-oxo-4-phenyl-3,4-dihydroquinoxalin-2-yl)-6-phenyl-5,6-dihydro-1H-pyrido[1,2-a]quinoxaline-1,5-diones.
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Bozdyreva K. S. et al. Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 7. pp. 1081-1088.
GOST all authors (up to 50) Copy
Bozdyreva K. S., Smirnova I., Maslivets A. N. Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 7. pp. 1081-1088.
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TY - JOUR
DO - 10.1007/s11178-005-0296-6
UR - http://link.springer.com/10.1007/s11178-005-0296-6
TI - Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones
T2 - Russian Journal of Organic Chemistry
AU - Bozdyreva, K S
AU - Smirnova, I.V
AU - Maslivets, A N
PY - 2005
DA - 2005/07/01
PB - Springer Nature
SP - 1081-1088
IS - 7
VL - 41
SN - 1070-4280
SN - 1608-3393
ER -
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Cite this
BibTex (up to 50 authors) Copy
@article{2005_Bozdyreva,
author = {K S Bozdyreva and I.V Smirnova and A N Maslivets},
title = {Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones},
journal = {Russian Journal of Organic Chemistry},
year = {2005},
volume = {41},
publisher = {Springer Nature},
month = {jul},
url = {http://link.springer.com/10.1007/s11178-005-0296-6},
number = {7},
pages = {1081--1088},
doi = {10.1007/s11178-005-0296-6}
}
MLA
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Bozdyreva, K. S., et al. “Five-membered 2,3-dioxo heterocycles: L. Synthesis and thermolysis of 3-aroyl- and 3-hetaroyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1,2, 4-triones.” Russian Journal of Organic Chemistry, vol. 41, no. 7, Jul. 2005, pp. 1081-1088. http://link.springer.com/10.1007/s11178-005-0296-6.