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

被引:0
|
作者
Zhu, Yue-Lu [1 ]
Sun, Qiu-Xue [1 ]
Feng, Jin-Shuo [1 ]
Shao, You-Dong [1 ]
Chen, Jiao [2 ,3 ]
机构
[1] Heze Univ, Sch Chem & Chem Engn, Heze 274015, Shandong, Peoples R China
[2] Northwest Univ, Coll Chem & Mat Sci, Xian 710127, Shaanxi, Peoples R China
[3] Northwest Univ, Coll Life Sci, Xian 710069, Shaanxi, Peoples R China
关键词
OLEFINATION; ACTIVATION; TEMPLATE; BONDS; ACETOXYLATION; ACID; IRON;
D O I
10.1021/acs.orglett.3c01101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzedolefination of meta-C-Hbonds in arenes containing oxyamides using a nitrile template as thedirecting group has been established. The methodology exhibited high meta-selectivity and tolerated different functional groupssuch as benzyloxyamides and olefin substrates. The desired productswere obtained in good yields. This approach enabled the modificationof natural products and drugs and was also applicable on the gram-scale.Furthermore, the directing template was readily removed by selectivecleavage of the amide bond or the O-N bond to obtain meta-functionalized hydroxylamines and benzyl alcohols.The proposed method holds great potential for the design of noveldrugs.
引用
收藏
页码:4416 / 4421
页数:6
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