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

Faculty Science Year: 2025
Type of Publication: ZU Hosted Pages:
Authors:
Journal: Organic & Biomolecular Chemistry Royal Society of Chemistry Volume:
Keywords : Triphosgene/KF-mediated acyl fluoride synthesis , , situ fluoro    
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.
   
     
 
       

Author Related Publications

    Department Related Publications

    • Maher Abdul Rahman Shams al-Din Safty, "synthesis and behaviour of 4-(4-chloro-3-methyl) phenyl- (2H)-phthalazinone towards some elecrophiles and nucleophiles", لايوجد, 1900 More
    • Wael Salah AbdelHalim, "Artificial polarization effects on F_A1^∶Sr^(2+), lasers and NO interactions at NaCl (001) surface: First principles calculations", elsevier, 2007 More
    • Wael Salah AbdelHalim, "Ab initio defect based model for laser light generation and color image formation at the flat, edge and corner surfaces of AgBr: F_A1^∶Cs^+ and F_A2^∶Li^+", elsevier, 2005 More
    • Hamdy Aldedamony , "Effect of delayed addition time of synthesized SSPF condensate on the durability of sulphate resisting cement pastes incorporating micro-silica", Constructing and building materials, 2014 More
    • Hamdy Aldedamony , "Behavior of delayed addition time of SNF superplasticizer on microsilica-sulphate resisting cements.", Ceramics – Silikáty, 2014 More
    Tweet