Ruthenium-catalyzed ortho-C-H bond alkylation of aromatic amides with α,β- unsaturated ketones via bidentate-chelation assistance

被引：169

作者：

Rouquet, Guy ^{[1
]}

Chatani, Naoto ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

CHEMICAL SCIENCE | 2013年 / 4卷 / 05期

关键词：

CARBON-HYDROGEN BONDS; UNACTIVATED C(SP(3))-H BONDS; CARBOXYLIC-ACID DERIVATIVES; ORGANIC-SYNTHESIS; DIRECTING GROUP; ORTHO-C(SP(2))-H BONDS; CONJUGATE ADDITION; COUPLING REACTIONS; C(SP(2))-H BONDS; NATURAL-PRODUCTS;

D O I：

10.1039/c3sc50310k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new chelation assisted reaction using a removable 8-aminoquinoline bidentate directing group that permits the ruthenium-catalyzed ortho-C-H bond alkylation of aromatic amides with various alpha,beta-unsaturated ketones under straightforward conditions has been developed. This methodology represents the first efficient utilization of enones in the ortho directed ruthenium-catalyzed addition of C-H bonds to C-C double bonds. The reaction offers a broad scope and a high functional group tolerance.

引用

页码：2201 / 2208

页数：8

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