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Mendeleev Commun., 2024 Volume 34, Issue 2, Pages 277–278 (Mi mendc107)

Communications

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

S. B. Kalashnikovab, A. S. Vinogradova, I. Yu. Bagryanskayaa, T. V. Mezhenkovaa

a N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
b Department of Natural Sciences, Novosibirsk State University, Novosibirsk, Russian Federation

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.

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

Language: English

DOI: 10.1016/j.mencom.2024.02.038



© Steklov Math. Inst. of RAS, 2025