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Synthesis 2014; 46(03): 320-330
DOI: 10.1055/s-0033-1340317
DOI: 10.1055/s-0033-1340317
paper
One-Pot Transition-Metal-Free Synthesis of Weinreb Amides Directly from Carboxylic Acids
Further Information
Publication History
Received: 16 September 2013
Accepted after revision: 08 November 2013
Publication Date:
12 December 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201403/lookinside/thumbnails/10.1055-s-0033-1340317-1.jpg)
Abstract
Weinreb amides were prepared directly from carboxylic acids, N,O-dimethylhydroxylamine, and phosphorus trichloride in one pot at 60 °C in toluene in high yields, thus avoiding the separation of the moisture and air sensitive intermediate P[NMe(OMe)]3 in advance. Sterically hindered carboxylic acids also give the corresponding Weinreb amides in excellent yields. Various functional groups are tolerated on the carboxylic acid. The method, which is a simple process and gives high yields, is suitable for large-scale production.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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