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

被引：49

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

页码：3219 / 3222

页数：4

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