Organic Chemistry Portal



Synthesis of Acyl Fluorides from Carboxylic Acids Using NaF-Assisted Deoxofluorination with XtalFluor-E

Marie Gonay, Chloé Batisse and Jean-François Paquin*

*CCVC, PROTEO, Canada Research Chair in Organic and Medicinal Chemistry, Département de Chimie, Université Laval, 1045 Avenue de la Médecine, Québec, QC, G1V 0A6, Canada, Email:

M. Gonay, C. Batisse, J.-F. Paquin, J. Org. Chem., 2020, 85, 10253-10264.

DOI: 10.1021/acs.joc.0c01377

see article for more reactions


XtalFluor-E promotes a deoxofluorination reaction of carboxylic acids to provide a wide range of acyl fluorides in good yields after a simple filtration through a pad of silica gel. This transformation is assisted by a catalytic amount of NaF and occurs at room temperature in EtOAc. A sequential deoxofluorination/amidation is also possible.

see article for more examples

Key Words

acyl fluorides, XtalFluor-E

ID: J42-Y2020