102181-30-6Relevant academic research and scientific papers
Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3
Lanigan, Rachel M.,Starkov, Pavel,Sheppard, Tom D.
, p. 4512 - 4523 (2013/06/05)
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.
Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides
Starkov, Pavel,Sheppard, Tom D.
supporting information; experimental part, p. 1320 - 1323 (2011/04/23)
Simple borates serve as effective promoters for amide bond formation with a variety of carboxylic acids and amines. With trimethyl or tris(2,2,2- trifluoroethyl) borate, amides are obtained in good to excellent yield and high purity after a simple work-up procedure. Tris(2,2,2-trifluoroethyl) borate can also be used for the straightforward conversion of primary amides to secondary amides via transamidation. The Royal Society of Chemistry 2011.
