Highly Atom-Efficient Oxidation of Electron-Deficient Internal Olefins to Ketones Using a Palladium Catalyst

被引:39
|
作者
Mitsudome, Takato [1 ]
Yoshida, Syuhei [1 ]
Mizugaki, Tomoo [1 ]
Jitsukawa, Koichiro [1 ]
Kaneda, Kiyotomi [1 ,2 ]
机构
[1] Osaka Univ, Grad Sch Engn Sci, Dept Mat Engn Sci, Toyonaka, Osaka 5608531, Japan
[2] Osaka Univ, Res Ctr Solar Energy Chem, Toyonaka, Osaka 5608531, Japan
关键词
ketones; molecular oxygen; olefins; oxidation; palladium; REGIOSELECTIVE OXIDATION; MOLECULAR-OXYGEN; WACKER REACTION; REOXIDANT; SYSTEM;
D O I
10.1002/anie.201301611
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A 100 % atom-efficient synthesis of ketones from electron-deficient internal olefins was achieved using O2 as a "green" oxidant (see scheme, DMA=N,N-dimethylacetamide, EWG=electron-withdrawing group). Various electron-deficient olefins were oxidized to the corresponding ketones with over 99 % selectivity and without the formation of olefin isomers or their oxidized products. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5961 / 5964
页数:4
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