Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system
Publication type: Journal Article
Publication date: 2008-08-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
Abstract3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones reacted with N,N′-dihydroxycyclohexane-1,2-diamine to give 3-aroyl-1′,4,4′-trihydroxy-1-(2-hydroxyphenyl)-4a′,5′,6′,7′,8′,8a′-hexahydro-1′H-spiro[pyrrole-2,2′-quinoxaline]-3′,5(1H,4′H)-diones which underwent rearrangement into 1′-aroyloxy-4,4′-dihydroxy-1-(2-hydroxyphenyl)-4a′,5′,6′,7′,8′,8a′-hexahydro-1′H-spiro[pyrrolidine-2,2′-quinoxaline]3′,4,5(4′H)-triones via [1,4]-migration of the aroyl group. The product structure was proved by X-ray analysis.
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Mashevskaya I. V. et al. Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system // Russian Journal of Organic Chemistry. 2008. Vol. 44. No. 8. pp. 1189-1193.
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Mashevskaya I. V., Aliev Z. G., Mazhukin D. G., Popov S., Tikhonov A. Ya., Maslivets A. N. Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system // Russian Journal of Organic Chemistry. 2008. Vol. 44. No. 8. pp. 1189-1193.
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TY - JOUR
DO - 10.1134/S1070428008080149
UR - http://link.springer.com/10.1134/S1070428008080149
TI - Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system
T2 - Russian Journal of Organic Chemistry
AU - Mashevskaya, I V
AU - Aliev, Z G
AU - Mazhukin, D G
AU - Popov, S.A
AU - Tikhonov, A Ya
AU - Maslivets, A N
PY - 2008
DA - 2008/08/01
PB - Pleiades Publishing
SP - 1189-1193
IS - 8
VL - 44
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2008_Mashevskaya,
author = {I V Mashevskaya and Z G Aliev and D G Mazhukin and S.A Popov and A Ya Tikhonov and A N Maslivets},
title = {Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system},
journal = {Russian Journal of Organic Chemistry},
year = {2008},
volume = {44},
publisher = {Pleiades Publishing},
month = {aug},
url = {http://link.springer.com/10.1134/S1070428008080149},
number = {8},
pages = {1189--1193},
doi = {10.1134/S1070428008080149}
}
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Mashevskaya, I. V., et al. “Five-membered 2,3-dioxo heterocycles: LXII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with N,N′-dihydroxycyclohexane-1,2-diamine. Unusual rearrangement in the spiro[quinoxaline-2,2′-pyrrole] system.” Russian Journal of Organic Chemistry, vol. 44, no. 8, Aug. 2008, pp. 1189-1193. http://link.springer.com/10.1134/S1070428008080149.
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