Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides†
Pavel Starkov,Tom D. Sheppard
Organic & Biomolecular Chemistry Pub Date : 12/16/2010 00:00:00 , 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 amidesvia transamidation.

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