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: jean-francois.paquin
chm.ulaval.ca
M. Gonay, C. Batisse, J.-F. Paquin, J. Org. Chem., 2020, 85, 10253-10264.
DOI: 10.1021/acs.joc.0c01377
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Abstract
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.
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Key Words
acyl fluorides, XtalFluor-E
ID: J42-Y2020
