Syntheses of α-monofluoroalkyl acetophenones from fluoroalkyl carboxylic NHPI esters and silyl enol ethers by photocatalytic decarboxylative reaction
•α-monofluoroalkyl carboxylic NHPI Esters were employed as α-monofluoroalkylation radical reagents.•A series of α-monofluoroalkyl acetophenones were produced via photoredox-catalyzed decarboxylative α-monofluoroalkylation of silyl enol ethers in modest to good yields.•The method was applied to synth...
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Veröffentlicht in: | Journal of fluorine chemistry 2024-05, Vol.276, p.110279, Article 110279 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | •α-monofluoroalkyl carboxylic NHPI Esters were employed as α-monofluoroalkylation radical reagents.•A series of α-monofluoroalkyl acetophenones were produced via photoredox-catalyzed decarboxylative α-monofluoroalkylation of silyl enol ethers in modest to good yields.•The method was applied to synthesize antalgic activity compound containing α-monofluoroalkyl acetophenone skeleton.
A photoredox-catalyzed decarboxylative α-monofluoroalkylation of silyl enol ethers with fluoroalkyl carboxylic N-(hydroxy)phthalimide esters has been successfully developed. Diverse functionalized α-monofluoroalkyl acetophenones were produced in modest to good yields under mild and operationally simple conditions. The developed method was further applied to synthesize antalgic and ataractic activity compound containing α-monofluoroalkyl acetophenone skeleton.
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ISSN: | 0022-1139 1873-3328 |
DOI: | 10.1016/j.jfluchem.2024.110279 |