Palladium(II)-Catalyzed Remote meta-C–H Functionalization of Arenes Enabled by Multitasking Oxyamides as the Linker

Yue-Lu Zhu, Qiu-Xue Sun, Jin-Shuo Feng,You-Dong Shao,Jiao Chen

Organic letters(2023)

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摘要
A palladium-catalyzed olefination of -C-H bonds in arenes containing oxyamides using a nitrile template as the directing group has been established. The methodology exhibited high -selectivity and tolerated different functional groups such as benzyloxyamides and olefin substrates. The desired products were obtained in good yields. This approach enabled the modification of natural products and drugs and was also applicable on the gram-scale. Furthermore, the directing template was readily removed by selective cleavage of the amide bond or the O-N bond to obtain -functionalized hydroxylamines and benzyl alcohols. The proposed method holds great potential for the design of novel drugs.
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multitasking oxyamides
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