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Direct Esterification of Carboxylic Acids with Perfluorinated Alcohols Mediated by XtalFluor‑E
The
direct esterification of carboxylic acids with perfluorinated
alcohols mediated by XtalFluor-E is reported. The corresponding polyfluorinated
esters are obtained in moderate to excellent yields with a broad range
of carboxylic acids, including aromatic, heteroaromatic, aliphatic,
and nonracemic chiral substrates, using only a slight excess (2 equiv)
of the perfluorinated alcohol. Control experiments indicate that the
reaction does not proceed through the formation of an acyl fluoride
but most likely through a (diethylamino)difluoro-λ<sup>4</sup>-sulfanyl carboxylate intermediate