Ruthenium-catalyzed functionalization of aryl carbon-oxygen bonds in aromatic ethers with organoboron compounds

被引:227
|
作者
Kakiuchi, F [1 ]
Usui, M
Ueno, S
Chatani, N
Murai, S
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
[2] JST, PRESTO, Kawaguchi, Saitama, Japan
关键词
D O I
10.1021/ja0393170
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ruthenium-catalyzed reaction of aryl ethers having a carbonyl group at the ortho position to the ether group with organoboronates (R?B(OCH2CMe2CH2O), R = aryl, alkenyl, and alkyl) resulted in site-selective C?C bond formation. Among the transition metal complexes screened, the RuH2(CO)(PPh3)3 complex showed the highest activity. Several aromatic ketones having methoxy or phenoxy groups at the ortho position can also be used in this coupling reaction. A variety of arylboronates containing electron-donating (NMe2, OMe, methyl, and vinyl) and -withdrawing (F and CF3) groups reacted with methoxy ketones to give the corresponding coupling products in high yields. Copyright © 2004 American Chemical Society.
引用
收藏
页码:2706 / 2707
页数:2
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