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

    • Mohamed Gamal Helmy Mohamed Abdelwahed, "Electronic Properties of Organic Complexes. 2. Reactive Azodyes", Spain, 1993 More
    • Mohamed Gamal Helmy Mohamed Abdelwahed, "Electrical Behaviour of some Azodye Mixed Ligand with Gd3+ and Er3+. b", Peru, 1994 More
    • Atef Mohamed AbdelHamid Ali Hassn, "heterocyclization of thiouracil derivative: synthesis of thiazolopyrimidines, tetrazolopyrimidines and triazolopyrimidines of potential biological activity", elsevier, 2015 More
    • Mohammed Aref Awad Allah Abu Zyd, "Synergistic positive effects of nano barium silicate on the hydration rate and phase composition of alkali-activated slag", Elsevier, 2022 More
    Tweet