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Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines

Stepan Borisovich Kalashnikov 1, 2
Stepan Borisovich Kalashnikov
, 
Andrey Sergeevich Vinogradov 1
Andrey Sergeevich Vinogradov
, 
Irina Yur'evna Bagryanskaya 1
Irina Yur'evna Bagryanskaya
, 
Tatyana Vladimirovna Mezhenkova 1
Tatyana Vladimirovna Mezhenkova
2 Department of Natural Sciences, Novosibirsk State University, Novosibirsk, Russian Federation
10.1016/j.mencom.2024.02.038
Published 2024-02-19
Communication , Volume 34, Issue 2, 277-278
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Kalashnikov S. B. et al. Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 277-278.
GOST all authors (up to 50) Copy
Kalashnikov S. B., Vinogradov A. S., Bagryanskaya I. Y., Mezhenkova T. V. Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 277-278.
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TY - JOUR
DO - 10.1016/j.mencom.2024.02.038
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.038
TI - Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines
T2 - Mendeleev Communications
AU - Kalashnikov, Stepan Borisovich
AU - Vinogradov, Andrey Sergeevich
AU - Bagryanskaya, Irina Yur'evna
AU - Mezhenkova, Tatyana Vladimirovna
PY - 2024
DA - 2024/02/19
PB - Mendeleev Communications
SP - 277-278
IS - 2
VL - 34
ER -
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@article{2024_Kalashnikov,
author = {Stepan Borisovich Kalashnikov and Andrey Sergeevich Vinogradov and Irina Yur'evna Bagryanskaya and Tatyana Vladimirovna Mezhenkova},
title = {Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.038},
number = {2},
pages = {277--278},
doi = {10.1016/j.mencom.2024.02.038}
}
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Kalashnikov, Stepan Borisovich, et al. “Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines.” Mendeleev Communications, vol. 34, no. 2, Feb. 2024, pp. 277-278. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.038.

Keywords

bromination
organofluorine compounds
thiazoles
thiourea
X-ray diffraction analysis.
α-bromo ketones

Abstract

1-(Polyfluoroaryl)propan-1-ones were transformed into 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines by a twostep reaction sequence involving formation of 2-bromo-1- (polyfluoroaryl)propan-1-ones under the acidic bromination conditions followed by heterocyclization with thiourea to finally afford new 5-methyl-4-polyfluoroaryl-1,3-thiazol-2- amines in high yields. 1,1'-(2,3,5,6-Tetrafluoro-1,4-phenylene)- dipropan-1-one was involved in the similar reaction to give a derivative containing two thiazole moieties.

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