Issue 6, 2016
From the journal:

Chemical Communications

Copper-catalyzed, hypervalent iodine mediated C[double bond, length as m-dash]C bond activation of enaminones for the synthesis of α-keto amides†

Jie-Ping Wan,*a   Yunfang Lin,a   Xiaoji Cao,b   Yunyun Liua  and  Li Weia  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China
E-mail: wanjieping@jxnu.edu.cn

b Research Centre of Analysis and Measurement, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou, Zhejiang 310014, P. R. China

Abstract

An unprecedented C[double bond, length as m-dash]C bond cleavage of enaminones has been realized by means of copper catalysis in the presence of hypervalent iodine (PhI(OAc)2). The cascade transformation based on this bond cleavage leads to the synthesis of various α-keto amides. Isotope labeling experiments suggest that water has acted as a source of oxygen atoms during the generation of the new carbonyl group.

Graphical abstract: Copper-catalyzed, hypervalent iodine mediated C [[double bond, length as m-dash]] C bond activation of enaminones for the synthesis of α-keto amides

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Article information

DOI
https://doi.org/10.1039/C5CC08843G
Article type
Communication
Submitted
24 Oct 2015
Accepted
21 Nov 2015
First published
23 Nov 2015

Chem. Commun., 2016,52, 1270-1273

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Copper-catalyzed, hypervalent iodine mediated C[double bond, length as m-dash]C bond activation of enaminones for the synthesis of α-keto amides

J. Wan, Y. Lin, X. Cao, Y. Liu and L. Wei, Chem. Commun., 2016, 52, 1270 DOI: 10.1039/C5CC08843G

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