Rhodium-Catalyzed Alkylation of C-H Bonds in Aromatic Amides with α,β-Unsaturated Esters

被引：81

作者：

Shibata, Kaname ^{[1
]}

Chatani, Naoto ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 19期

基金：

日本科学技术振兴机构;

关键词：

BIDENTATE-CHELATION ASSISTANCE; UNACTIVATED C(SP(3))-H BONDS; CARBOXYLIC-ACID DERIVATIVES; CONJUGATE ADDITION; ALIPHATIC AMIDES; DIRECT ARYLATION; MILD CONDITIONS; DIRECTING GROUP; RUTHENIUM; ACTIVATION;

D O I：

10.1021/ol502500c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkylation of C-H bonds with alpha,beta-unsaturated carbonyl compounds by a rhodium catalyzed reaction of aromtic amides containing an 8-aminoquinoline moiety is reported. The reaction is highly regioselective. The formation of C-C bonds occurs between the ortho C-H bonds in aromatic amides and the beta-position of the acyclic alpha,beta-unsaturated carbonyl compounds. The reaction is applicable to various acyclic-alpha,beta-unsaturated carbonyl compounds, such as acrylic esters, fumarate, meleate, and phenyl vinyl sulfone.

引用

页码：5148 / 5151

页数：4

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