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 in | MolBank Vol. 2023; no. 2; p. M1620 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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Basel
MDPI AG
01.06.2023
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| ISSN | 1422-8599 1422-8599 |
| DOI | 10.3390/M1620 |
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| Abstract | 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. |
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| AbstractList | 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. |
| Author | Ustyuzhanin, Alexander Paveliev, Stanislav Krylov, Igor Terent’ev, Alexander |
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| Cites_doi | 10.1021/jm800219f 10.3390/catal13010094 10.1002/cptc.202000014 10.1007/s10854-021-07142-4 10.1021/cr4002879 10.1002/chem.202200975 10.1007/s11426-022-1291-2 10.1002/ajoc.202000058 10.1016/j.apsusc.2016.07.030 10.1039/C6CC10035J 10.1016/j.jcat.2020.06.032 10.1002/adsc.202000618 10.1126/science.aaw3254 10.1039/C5OB01486G 10.1021/acscatal.8b02066 10.1002/anie.201307846 10.1021/acs.chemrev.0c01015 10.1021/jo00219a046 10.1039/B610213C 10.1021/acs.chemrev.5b00392 10.1021/acsomega.0c00830 10.1039/D2RA01797K |
| ContentType | Journal Article |
| Copyright | 2023 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
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| SubjectTerms | 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 |
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| Title | 3-(4-Fluorophenyl)-1-(1-(4-fluorophenyl)-3,3,3-trifluoroprop-1-en-1-yl)-5-fluoro-1H-pyrazole |
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