3.8 Article

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

Journal

MOLBANK
Volume 2023, Issue 2, Pages -

Publisher

MDPI
DOI: 10.3390/M1620

Keywords

trifluoromethylation; photoredox catalysis; carbon nitride; pyrazoles; free radicals

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The title compound was synthesized via visible-light-induced radical denitrogenative trifluoromethylation of the corresponding vinyl azide and Cs2CO3-mediated defluorinative cyclization of the resultant azine. Sodium trifluoromethanesulfinate was used as a precursor of CF3 radicals, while graphitic carbon nitride (g-C3N4) acted as an environmentally friendly, cheap, and efficient heterogeneous photocatalyst. The structure of the synthesized compound was confirmed by H-1, C-13, F-19-NMR, IR spectroscopy, and mass spectrometry.
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 H-1, C-13, F-19-NMR, IR spectroscopy, and mass-spectrometry.

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