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
收藏
页码：5148 / 5151
页数：4
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