Pd-catalyzed α-selective C(sp3)-H acetoxylation of amides through an unusual cyclopalladation mechanism

被引：48
|
作者：
Wang, Meining [1 ,2 ]
Yang, Yang [3 ]
Fan, Zhoulong [1 ,2 ]
Cheng, Zhen [4 ]
Zhu, Weiliang [3 ]
Zhang, Ao [1 ,2 ]
机构：
[1] Chinese Acad Sci, Key Lab Receptor Res, Shanghai 201203, Peoples R China
[2] Chinese Acad Sci, SIMM, SOMCL, Shanghai 201203, Peoples R China
[3] Chinese Acad Sci, SIMM, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China
[4] Stanford Univ, Sch Med, Dept Radiol, Stanford, CA 94305 USA
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 15期
关键词：
C-H BONDS; UNACTIVATED C(SP(3))-H; C(SP(2))-H BONDS; DIRECTING GROUP; DIRECT ARYLATION; METHYL-GROUPS; FUNCTIONALIZATION; ALKYLATION; OXIDATION; ALKOXYLATION;
D O I：
10.1039/c4cc09576f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report the first example of Pd-catalyzed site-selective alpha-C(sp(3))-H oxidation/acetoxylation of amides through an unusual [4,6]-bicyclic metallacycle intermediate with 1-aminoanthraquinone as a new bidentate directing group. In addition to the distinctmechanism and high efficiency, the reaction is highly appealing due to the ample commercial source, low-cost, as well as easy removal and recycling of the auxiliary group.
引用
收藏
页码：3219 / 3222
页数：4
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