Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione
Publication type: Journal Article
Publication date: 2013-05-29
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
A new method was developed for the synthesis of 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione and some of its previously unknown derivatives. The method was based on heterocyclization of 2-(3-halo-anthraquinon-2-yl)formylacetic acid derivatives by the action of bases, leading to methyl 4,11-dimethoxy-5,10-dioxoanthra[2,3-b]furan-3-carboxylate. Subsequent acid hydrolysis of the ester group and decarboxylation of the obtained acid gave 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione. The low yield of the target compound was probably due to heterocycle instability in the 5,10-dioxo-anthra[2,3-b]furan-3-carboxylic acid derivatives in basic medium.
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TIKHOMIROV A. S. et al. Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione // Chemistry of Heterocyclic Compounds. 2013. Vol. 49. No. 2. pp. 241-248.
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TIKHOMIROV A. S., Shchekotikhin A. E., Luzikov Yu. N., Korolev A., Preobrazhenskaya M. Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione // Chemistry of Heterocyclic Compounds. 2013. Vol. 49. No. 2. pp. 241-248.
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TY - JOUR
DO - 10.1007/s10593-013-1240-2
UR - https://doi.org/10.1007/s10593-013-1240-2
TI - Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione
T2 - Chemistry of Heterocyclic Compounds
AU - TIKHOMIROV, A. S.
AU - Shchekotikhin, A E
AU - Luzikov, Yu N
AU - Korolev, A.M
AU - Preobrazhenskaya, M.N.
PY - 2013
DA - 2013/05/29
PB - Springer Nature
SP - 241-248
IS - 2
VL - 49
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2013_TIKHOMIROV,
author = {A. S. TIKHOMIROV and A E Shchekotikhin and Yu N Luzikov and A.M Korolev and M.N. Preobrazhenskaya},
title = {Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione},
journal = {Chemistry of Heterocyclic Compounds},
year = {2013},
volume = {49},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s10593-013-1240-2},
number = {2},
pages = {241--248},
doi = {10.1007/s10593-013-1240-2}
}
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MLA
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TIKHOMIROV, A. S., et al. “Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione.” Chemistry of Heterocyclic Compounds, vol. 49, no. 2, May. 2013, pp. 241-248. https://doi.org/10.1007/s10593-013-1240-2.
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