Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides

Pavel Starkov; Tom D Sheppard

doi:10.1039/c0ob01069c

Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides

Org Biomol Chem. 2011 Mar 7;9(5):1320-3. doi: 10.1039/c0ob01069c. Epub 2011 Jan 6.

Authors

Pavel Starkov¹, Tom D Sheppard

Affiliation

¹ Department of Chemistry, University College London, Christopher Ingold Laboratories, 20 Gordon Street, London, UK WC1H 0AJ.

PMID: 21212879
DOI: 10.1039/c0ob01069c

Abstract

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.