3-(4-Fluorophenyl)-1-(1-(4-fluorophenyl)-3,3,3-trifluoroprop-1-en-1-yl)-5-fluoro-1H-pyrazole

In this work, the title compound was synthesized via the visible-light-induced radical denitrogenative trifluoromethylation of the corresponding vinyl azide followed by Cs2CO3-mediated defluorinative cyclization of the resultant azine. The widely available sodium trifluoromethanesulfinate is used as...

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Published inMolBank Vol. 2023; no. 2; p. M1620
Main Authors Paveliev, Stanislav, Ustyuzhanin, Alexander, Krylov, Igor, Terent’ev, Alexander
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.06.2023
Subjects
Carbon nitride
Catalysis
Chromatography
Conflicts of interest
Fluorine
free radicals
Infrared spectroscopy
Ions
Light
Mass spectrometry
NMR
Nuclear magnetic resonance
Pharmaceutical industry
Pharmaceutical sciences
Photocatalysis
photoredox catalysis
Pyrazole
pyrazoles
Scientific imaging
Synthesis
trifluoromethylation
United States > US
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Summary:In this work, the title compound was synthesized via the visible-light-induced radical denitrogenative trifluoromethylation of the corresponding vinyl azide followed by Cs2CO3-mediated defluorinative cyclization of the resultant azine. The widely available sodium trifluoromethanesulfinate is used as a precursor of CF3 radicals, while graphitic carbon nitride (g-C3N4) is employed as an environmentally friendly, cheap, and efficient heterogeneous photocatalyst. The structure of the synthesized compound was established by 1H, 13C, 19F-NMR, IR spectroscopy, and mass-spectrometry.
ISSN:1422-8599
1422-8599
DOI:10.3390/M1620