Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles
Alexander S. Fisyuk
1, 2, 3, 4
,
Anna Samsonenko
5
,
Anna L. Samsonenko
3, 4
,
Anastasia S. Kostyuchenko
2, 3, 4, 6
,
Tatyana Yu. Zheleznova
7
,
Evgeny B. Ulyankin
8
,
Tatyana Y. Zheleznova
3, 4
,
Sergey A. Chernenko
2
,
Evgenii B. Uliankin
3, 4
,
Sergei A Chernenko
3, 4
,
Vladislav Yu. Shuvalov
4, 8
,
Anton L. Shatsauskas
4, 8, 9
5
Orgaric chem., Russian Academy of Sciences, Moskva, Russian Federation
|
Publication type: Journal Article
Publication date: 2025-04-09
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Abstract
The reaction of 2-(chloromethyl)-1,3,4-thiadiazoles and -1,3,4-oxadiazoles with thioacetic acid in the presence of DIPEA led to the formation of S-[(1,3,4-thiadiazol-2-yl)methyl]- and [(1,3,4-oxadiazol-2-yl)methyl]ethanethioate. A series of 2-thienyl-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were obtained by the reaction of 3-chloroacrylaldehydes with (1,3,4-thiadiazol-2-yl)- and (1,3,4-oxadiazol-2-yl)methanethiols formed in situ from S-[(1,3,4-thia(oxa)diazol-2-yl)methyl]ethanethioate in methanol in the presence of K2CO3. The photophysical properties of the synthesized compounds were studied.
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Samsonenko A. et al. Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles // Synlett. 2025. Vol. 36. No. 12. pp. 1765-1769.
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Fisyuk A. S., Samsonenko A., Samsonenko A. L., Kostyuchenko A. S., Zheleznova T. Y., Ulyankin E. B., Zheleznova T. Y., Chernenko S. A., Uliankin E. B., Chernenko S. A., Shuvalov V. Y., Shatsauskas A. L. Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles // Synlett. 2025. Vol. 36. No. 12. pp. 1765-1769.
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TY - JOUR
DO - 10.1055/a-2579-4076
UR - http://www.thieme-connect.de/DOI/DOI?10.1055/a-2579-4076
TI - Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles
T2 - Synlett
AU - Fisyuk, Alexander S.
AU - Samsonenko, Anna
AU - Samsonenko, Anna L.
AU - Kostyuchenko, Anastasia S.
AU - Zheleznova, Tatyana Yu.
AU - Ulyankin, Evgeny B.
AU - Zheleznova, Tatyana Y.
AU - Chernenko, Sergey A.
AU - Uliankin, Evgenii B.
AU - Chernenko, Sergei A
AU - Shuvalov, Vladislav Yu.
AU - Shatsauskas, Anton L.
PY - 2025
DA - 2025/04/09
PB - Georg Thieme Verlag KG
SP - 1765-1769
IS - 12
VL - 36
SN - 0936-5214
SN - 1437-2096
ER -
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@article{2025_Samsonenko,
author = {Alexander S. Fisyuk and Anna Samsonenko and Anna L. Samsonenko and Anastasia S. Kostyuchenko and Tatyana Yu. Zheleznova and Evgeny B. Ulyankin and Tatyana Y. Zheleznova and Sergey A. Chernenko and Evgenii B. Uliankin and Sergei A Chernenko and Vladislav Yu. Shuvalov and Anton L. Shatsauskas},
title = {Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles},
journal = {Synlett},
year = {2025},
volume = {36},
publisher = {Georg Thieme Verlag KG},
month = {apr},
url = {http://www.thieme-connect.de/DOI/DOI?10.1055/a-2579-4076},
number = {12},
pages = {1765--1769},
doi = {10.1055/a-2579-4076}
}
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Samsonenko, Anna, et al. “Divergent Approach to the Synthesis of 2-Aryl-5-(thiophen-2-yl)-1,3,4-Oxadiazoles and -1,3,4-Thiadiazoles.” Synlett, vol. 36, no. 12, Apr. 2025, pp. 1765-1769. http://www.thieme-connect.de/DOI/DOI?10.1055/a-2579-4076.