Ruthenium-catalyzed functionalization of aryl carbon-oxygen bonds in aromatic ethers with organoboron compounds
Ruthenium-catalyzed functionalization of aryl carbon-oxygen bonds in aromatic ethers with organoboron compounds
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DOI：
10.1021/ja0393170
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发表时间：
2004-03-10
影响因子：
15
通讯作者：
Murai, S
中科院分区：
文献类型：
--
作者：
Kakiuchi, F;Usui, M;Murai, S
在醚基邻位有羰基的芳基醚与有机硼酸酯（R-B（OCH 2CMe 2CH 2 O），R =芳基、链烯基和烷基）的反应中，会产生位点选择性的C-C键。在所筛选的过渡金属配合物中，RuH 2（CO）（PPh 3）3的催化活性最高。在邻位具有甲氧基或苯氧基的几种芳族酮也可用于该偶联反应中。各种含给电子基团（NMe 2、OMe、甲基和乙烯基）和吸电子基团（F和CF 3）的芳基硼酸酯与甲氧基酮反应，以高产率得到相应的偶联产物。
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)3complex 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.