UCL logo

UCL Discovery

UCL home » Library Services » Electronic resources » UCL Discovery

Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH2CF3)3

Lanigan, RM; Starkov, P; Sheppard, TD; (2013) Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH2CF3)3. The Journal of Organic Chemistry , 78 (9) 4512 - 4523. 10.1021/jo400509n. Green open access

[img]
Preview
PDF (CC-BY Licence)
31 AmidationFullPaper.pdf
Available under License : See the attached licence file.

Download (788kB)

Abstract

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.

Type: Article
Title: Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH2CF3)3
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/jo400509n
Publisher version: http://dx.doi.org/10.1021/jo400509n
Language: English
Additional information: This work is published under ACS AuthorChoice and is distributed under the Creative Commons Attribution CC-BY Licence. This license allows for redistribution and alteration, commercial and non-commercial, as long as credit is given to the author. To view a full copy of this license, visit: http://creativecommons.org/licenses
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/1392980
Downloads since deposit
258Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item