Issue 5, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Pavel Starkova  and  Tom D. Sheppard*a  

* Corresponding authors

a Department of Chemistry, University College London, Christopher Ingold Laboratories, 20 Gordon Street, London, U.K.
E-mail: tom.sheppard@ucl.ac.uk
Fax: +44 (0)20 7679 7463
Tel: +44 (0)20 7679 2467

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

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Article information

DOI
https://doi.org/10.1039/C0OB01069C
Article type
Communication
Submitted
23 Nov 2010
Accepted
14 Dec 2010
First published
16 Dec 2010

Org. Biomol. Chem., 2011,9, 1320-1323

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

P. Starkov and T. D. Sheppard, Org. Biomol. Chem., 2011, 9, 1320 DOI: 10.1039/C0OB01069C

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