Issue 46, 2012
From the journal:

Organic & Biomolecular Chemistry

Copper-catalyzed aerobic oxidative synthesis of α-ketoamides from methyl ketones, amines and NIS at room temperature†

Juan Zhang,a   Ying Wei,a   Shaoxia Lin,a   Fushun Liang*a  and  Pengjun Liu*b  

* Corresponding authors

a Department of Chemistry, Northeast Normal University, Changchun 130024, China
E-mail: liangfs112@nenu.edu.cn
Fax: (+86) 431-85099759

b College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China
E-mail: liupj12@126.com

Abstract

A simple, efficient and practical copper-catalyzed aerobic oxidative synthesis of α-ketoamides from aryl methyl ketones, aliphatic amines and N-iodosuccinimide (NIS) has been developed. The one-pot reaction may proceed smoothly at room temperature in the open air. The possible mechanism for the formation of α-ketoamides was proposed. Molecular oxygen in air functions as both an oxidant and an oxygen source.

Graphical abstract: Copper-catalyzed aerobic oxidative synthesis of α-ketoamides from methyl ketones, amines and NIS at room temperature

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Article information

DOI
https://doi.org/10.1039/C2OB26586A
Article type
Paper
Submitted
10 Aug 2012
Accepted
11 Oct 2012
First published
16 Oct 2012

Org. Biomol. Chem., 2012,10, 9237-9242

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Copper-catalyzed aerobic oxidative synthesis of α-ketoamides from methyl ketones, amines and NIS at room temperature

J. Zhang, Y. Wei, S. Lin, F. Liang and P. Liu, Org. Biomol. Chem., 2012, 10, 9237 DOI: 10.1039/C2OB26586A

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