Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids
Daria V. Andreeva
1, 2
,
Yuri B Sinkevich
2
,
Alexander S Tikhomirov
1, 2
,
Yury N Luzikov
1
,
Alexander M Korolev
1
,
Andrey E Shchekotikhin
1, 2
Publication type: Journal Article
Publication date: 2018-06-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Methods have been developed for the synthesis of anthra[2,3-b]thiophene-3(2)-carboxylic acids and their derivatives through modifications of 4,11-dibutoxy-3-methylanthra[2,3-b]thiophene-5,10-dione. A scheme involving methyl group transformations was proposed for the preparation of dibutoxyanthra[2,3-b]thiophene-3-carboxylic acid, including reactions of radical halogenation, hydrolysis, and oxidation of a 3-formyl derivative. 4,11-Dihydroxy-3-methylanthra[2,3-b]thiophene-2-carboxylic acid was synthesized from the appropriate carbonitrile, obtained by Rosenmund–von Braun reaction from 2-bromo-4,11-dibutoxy-3-methylanthra[2,3-b]-thiophene-5,10-dione.
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Total citations:
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Citations from 2024:
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(28.57%)
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Andreeva D. V. et al. Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids // Chemistry of Heterocyclic Compounds. 2018. Vol. 54. No. 6. pp. 612-617.
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Andreeva D. V., Sinkevich Y. B., Tikhomirov A. S., Luzikov Y. N., Korolev A. M., Shchekotikhin A. E. Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids // Chemistry of Heterocyclic Compounds. 2018. Vol. 54. No. 6. pp. 612-617.
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TY - JOUR
DO - 10.1007/s10593-018-2316-9
UR - https://doi.org/10.1007/s10593-018-2316-9
TI - Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids
T2 - Chemistry of Heterocyclic Compounds
AU - Andreeva, Daria V.
AU - Sinkevich, Yuri B
AU - Tikhomirov, Alexander S
AU - Luzikov, Yury N
AU - Korolev, Alexander M
AU - Shchekotikhin, Andrey E
PY - 2018
DA - 2018/06/01
PB - Springer Nature
SP - 612-617
IS - 6
VL - 54
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2018_Andreeva,
author = {Daria V. Andreeva and Yuri B Sinkevich and Alexander S Tikhomirov and Yury N Luzikov and Alexander M Korolev and Andrey E Shchekotikhin},
title = {Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids},
journal = {Chemistry of Heterocyclic Compounds},
year = {2018},
volume = {54},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1007/s10593-018-2316-9},
number = {6},
pages = {612--617},
doi = {10.1007/s10593-018-2316-9}
}
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MLA
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Andreeva, Daria V., et al. “Heterocyclic analogs of 5,12-naphthacenequinone 15*. Synthesis of new anthra[2,3-b]thiophene-3(2)-carboxylic acids.” Chemistry of Heterocyclic Compounds, vol. 54, no. 6, Jun. 2018, pp. 612-617. https://doi.org/10.1007/s10593-018-2316-9.