Synthesis 2015; 47(04): 526-532
DOI: 10.1055/s-0034-1379583
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Synthesis of Weinreb Amides by Oxidative Amidation of Alcohols

Subhash L. Yedage
Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai 400 019, India   Fax: +91(22)33611020   eMail: bm.bhanage@gmail.com   eMail: bm.bhanage@ictmumbai.edu.in
,
Bhalchandra M. Bhanage*
Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai 400 019, India   Fax: +91(22)33611020   eMail: bm.bhanage@gmail.com   eMail: bm.bhanage@ictmumbai.edu.in
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Publikationsverlauf

Received: 20. August 2014

Accepted after revision: 31. Oktober 2014

Publikationsdatum:
20. November 2014 (online)


Abstract

A simple and efficient protocol has been developed for the oxidative amidation of alcohols to Weinreb amides using tert-butyl hydroperoxide as an oxidant and an inexpensive and air stable copper catalyst. The present protocol is advantageous as it uses commercially affordable alcohols as starting materials. The developed protocol also tolerates various substituted alcohols as starting materials to provide good to excellent yields of the desired products.

Supporting Information