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

Starkov, P; Sheppard, TD; (2011) Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides. Organic and Biomolecular Chemistry , 9 (5) 1320 - 1323. 10.1039/c0ob01069c. Green open access

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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.

Type: Article
Title: Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c0ob01069c
Publisher version: http://dx.doi.org/10.1039/c0ob01069c
Language: English
Additional information: Starkov, P and Sheppard, TD (2011) Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides. Organic and Biomolecular Chemistry , 9 (5) 1320 - 1323. Reproduced by permission of The Royal Society of Chemistry
Keywords: BOND FORMATION, CATALYTIC TRANSAMIDATION, AMINES, ALCOHOLS, CARBOXAMIDES, ACTIVATION, CHEMISTRY, ECONOMY
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: http://discovery.ucl.ac.uk/id/eprint/1299951
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