Issue 37, 2013

Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters, amides and peptides under mild conditions

Abstract

A mild method is described for the conversion of carboxylic acids into esters, amides, as well as peptides without racemization through carboxyl activation by the reagent combination of POCl3 and DMAP. Long chain alcohols could be converted to the corresponding ester in good yields. 31P NMR spectrum was used to detect phosphorus-containing intermediates in ongoing reactions directly, and a possible mechanism has been proposed based on these results.

Graphical abstract: Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters , amides and peptides under mild conditions

Supplementary files

Article information

Article type
Communication
Submitted
11 Jun 2013
Accepted
12 Jul 2013
First published
12 Jul 2013

RSC Adv., 2013,3, 16247-16250

Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters, amides and peptides under mild conditions

H. Chen, X. Xu, L. L. Liu, G. Tang and Y. Zhao, RSC Adv., 2013, 3, 16247 DOI: 10.1039/C3RA42887G

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