Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates
Publication type: Journal Article
Publication date: 2017-01-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Acylation of 2,2':5',2''-terthiophene and biphenyl gave 1-(2,2':5',2''-terthiophen-5-yl)dodecan-1-one and 1-(biphenyl-4-yl)dodecan-1-one, which upon treatment with phosphorus oxychloride and dimethylformamide were converted to 2-[(2,2':5',2''-terthiophen-5-yl)-chloromethylidene]dodecanal and 2-[(biphenyl-4-yl)chloromethylidene]dodecanal. The reaction of these compounds with ethyl 2-mercaptoacetate led to the formation of ethyl 3-decyl-2,2':5',2'':5'',2'''-quaterthiophene-5- and 5-(biphenyl-4-yl)-4-decylthiophene-2-carboxylates, which are of interest as building blocks for the synthesis of organic semiconductors. Ethyl 3-decyl-2,2':5',2'':5'',2'''-quaterthiophene-5-carboxylate was also obtained by palladium-catalyzed cross coupling of ethyl 5'-bromo-3-decyl-2,2'-bithiophene-5-carboxylate with 2,2'-bithiophene.
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Total citations:
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Citations from 2024:
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(13.34%)
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Kostyuchenko A. S. et al. Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 1. pp. 92-96.
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Kostyuchenko A. S., Drozdova E. A., Fisyuk A. S. Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 1. pp. 92-96.
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RIS
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TY - JOUR
DO - 10.1007/s10593-017-2026-8
UR - https://doi.org/10.1007/s10593-017-2026-8
TI - Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates
T2 - Chemistry of Heterocyclic Compounds
AU - Kostyuchenko, Anastasia S.
AU - Drozdova, Ekaterina A.
AU - Fisyuk, Alexander S.
PY - 2017
DA - 2017/01/01
PB - Springer Nature
SP - 92-96
IS - 1
VL - 53
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2017_Kostyuchenko,
author = {Anastasia S. Kostyuchenko and Ekaterina A. Drozdova and Alexander S. Fisyuk},
title = {Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates},
journal = {Chemistry of Heterocyclic Compounds},
year = {2017},
volume = {53},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1007/s10593-017-2026-8},
number = {1},
pages = {92--96},
doi = {10.1007/s10593-017-2026-8}
}
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Kostyuchenko, Anastasia S., et al. “Synthesis of alkyl-substituted ethyl 2,2':5',2'':5'',2'''-quaterthiophene-5-and 5-(biphenyl-4-yl)thiophene-2-carboxylates.” Chemistry of Heterocyclic Compounds, vol. 53, no. 1, Jan. 2017, pp. 92-96. https://doi.org/10.1007/s10593-017-2026-8.
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