Triphosgene/KF-mediated acyl fluoride synthesis via in situ fluoro(chloro)phosgene

Faculty Pharmacy Year: 2025
Type of Publication: ZU Hosted Pages:
Authors:
Journal: Organic & Biomolecular Chemistry The Royal Society of Chemistry Volume:
Keywords : Triphosgene/KF-mediated acyl fluoride synthesis , , situ fluoro(chloro)phosgene    
Abstract:
The transformation of carboxylic acids into acyl fluorides via triphosgene-mediated deoxyfluorination utilizing inexpensive potassium fluoride (KF) has been achieved. This method affords a diverse range of acyl fluorides in high yields and exceptional purity. Analysis using 19F NMR spectroscopy reveals that fluorophosgene and chlorofluorophosgene, generated in situ, serve as the reactive intermediates crucial to the conversion process. The protocol exhibits excellent functional group tolerance, enabling late-stage modification of biologically relevant compounds, and is scalable for both lab and industrial use. Acyl fluorides also proved valuable as precursors for amides, organic intermediates, and fluorine donors.
    
     
 
       

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