Synthesis of Acyl Fluorides from Carboxylic Acids Using NaF-Assisted Deoxofluorination with XtalFluor-E
Marie Gonay, Chloé Batisse, Jean‐François Paquin
Abstract
The synthesis of acyl fluorides using the deoxofluorination reaction of carboxylic acids using XtalFluor-E is described. This transformation, assisted by a catalytic amount of NaF, occurs at room temperature in EtOAc, where XtalFluor-E behaves as the activating agent and the fluoride source. A wide range of acyl fluorides were obtained in moderate to excellent yields (36-99%) after a simple filtration on a pad of silica gel. We also demonstrated that sequential deoxofluorination/amidation was possible.
Topics & Concepts
ChemistryFluorideCatalysisCarboxylic acidFiltration (mathematics)Organic chemistryCombinatorial chemistryInorganic chemistryStatisticsMathematicsFluorine in Organic ChemistryChemical Synthesis and ReactionsChemical Synthesis and Analysis