B(OCH2CF3)3, prepared from readily
available B2O3 and 2,2,2-trifluoroethanol, is
as an effective reagent for the direct amidation of a variety of carboxylic
acids with a broad range of amines. In most cases, the amide products
can be purified by a simple filtration procedure using commercially
available resins, with no need for aqueous workup or chromatography.
The amidation of N-protected amino acids with both
primary and secondary amines proceeds effectively, with very low levels
of racemization. B(OCH2CF3)3 can
also be used for the formylation of a range of amines in good to excellent
yield, via transamidation of dimethylformamide.