Nickel-Catalyzed Site-Selective Alkylation of Unactivated C(sp3)-H Bonds

被引：264

作者：

Wu, Xuesong ^{[1
]}

Zhao, Yan ^{[1
]}

Ge, Haibo ^{[1
,2
,3
]}

机构：

[1] Indiana Univ Purdue Univ, Dept Chem & Chem Biol, Indianapolis, IN 46202 USA

[2] Nanjing Univ, Inst Chem & Biomed Sci, Nanjing 210093, Jiangsu, Peoples R China

[3] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 05期

关键词：

C-H BOND; CROSS-COUPLING REACTIONS; GRIGNARD-REAGENTS; STEREOSPECIFIC FORMATION; NEUTRAL ENDOPEPTIDASE; OXIDATIVE ADDITION; SN BONDS; O BOND; ACTIVATION; PALLADIUM;

D O I：

10.1021/ja413131m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The direct alkylation of unactivated sp(3) C-H bonds of aliphatic amides was achieved via nickel catalysis with the assist of a bidentate directing group. The reaction favors the C-H bonds of methyl groups over the methylene C-H bonds and tolerates various functional groups. Moreover, this reaction shows a predominant preference for sp(3) C-H bonds of methyl groups via a five-membered ring intermediate over the sp(2) C-H bonds of arenes in the cyclometalation step.

引用

页码：1789 / 1792

页数：4

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