TY - JOUR

T1 - Synthesis of 5-methyl-4-polyfluoroaryl-1,3-thiazol-2-amines

AU - Kalashnikov, Stepan B.

AU - Vinogradov, Andrey S.

AU - Yu. Bagryanskaya, Irina

AU - Mezhenkova, Tatyana V.

N1 - This work was supported by the Russian Science Foundation (grant no. 23-23-00547).

PY - 2024/3/1

Y1 - 2024/3/1

N2 - 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.

AB - 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.

KW - X-ray diffraction analysis

KW - bromination

KW - organofluorine compounds

KW - thiazoles

KW - thiourea

KW - α-bromo ketones

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85189533262&origin=inward&txGid=9d22ca6eb29ade82bca4f598482bda47

UR - https://www.mendeley.com/catalogue/bf4b6522-cae3-39e2-846e-655f582df737/

U2 - 10.1016/j.mencom.2024.02.038

DO - 10.1016/j.mencom.2024.02.038

M3 - Article

VL - 34

SP - 277

EP - 278

JO - Mendeleev Communications

JF - Mendeleev Communications

SN - 0959-9436

IS - 2

ER -