Synthesis of thiopheno-quinizarine derivatives
Тип публикации: Journal Article
Дата публикации: 2007-10-01
scimago Q4
wos Q4
БС3
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Краткое описание
4,11-Dihydroxyanthra[2,3-b]thiophene-5,10-dione (thiophenoquinizarine) and its 3-methyl derivative were obtained by the cyclization of quinizarin-2-yl derivatives of mercaptoacetaldehyde or mercaptoacetone in acid medium. 4,11-Dimethoxy-and 4,11-dibutoxyanthra[2,3-b]thiophene-5,10-dione were synthesized by the alkylation of the hydroxyl group in the synthesized anthrathiophenes with dimethylformamide dimethylacetal or butyl iodide respectively. Radical bromination of 4,11-dimethoxy-3-methylanthra[2,3-b]thiophene-5,10-dione, depending on the amount of N-bromo-succinimide taken, leads to the formation of 3-bromomethyl-or 3-dibromomethyl-4,11-dimethoxy-anthra[2,3-b]thiophene-5,10-diones. The action of sodium acetate on the obtained bromo derivatives with subsequent hydrolysis of the intermediate acetates led to the synthesis of 3-hydroxymethyl-or 3-formyl-4,11-dimethoxy-anthra[2,3-b]thiophene-5,10-diones.
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Sinkevich Yu. B. et al. Synthesis of thiopheno-quinizarine derivatives // Chemistry of Heterocyclic Compounds. 2007. Vol. 43. No. 10. pp. 1252-1259.
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Sinkevich Yu. B., Shchekotikhin A. E., Luzikov Yu. N., Buyanov V. N., Kovalenko L. V. Synthesis of thiopheno-quinizarine derivatives // Chemistry of Heterocyclic Compounds. 2007. Vol. 43. No. 10. pp. 1252-1259.
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TY - JOUR
DO - 10.1007/s10593-007-0191-x
UR - https://doi.org/10.1007/s10593-007-0191-x
TI - Synthesis of thiopheno-quinizarine derivatives
T2 - Chemistry of Heterocyclic Compounds
AU - Sinkevich, Yu B
AU - Shchekotikhin, A E
AU - Luzikov, Yu N
AU - Buyanov, V N
AU - Kovalenko, L V
PY - 2007
DA - 2007/10/01
PB - Springer Nature
SP - 1252-1259
IS - 10
VL - 43
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2007_Sinkevich,
author = {Yu B Sinkevich and A E Shchekotikhin and Yu N Luzikov and V N Buyanov and L V Kovalenko},
title = {Synthesis of thiopheno-quinizarine derivatives},
journal = {Chemistry of Heterocyclic Compounds},
year = {2007},
volume = {43},
publisher = {Springer Nature},
month = {oct},
url = {https://doi.org/10.1007/s10593-007-0191-x},
number = {10},
pages = {1252--1259},
doi = {10.1007/s10593-007-0191-x}
}
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MLA
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Sinkevich, Yu. B., et al. “Synthesis of thiopheno-quinizarine derivatives.” Chemistry of Heterocyclic Compounds, vol. 43, no. 10, Oct. 2007, pp. 1252-1259. https://doi.org/10.1007/s10593-007-0191-x.