Double Arylation of Allyl Alcohol via a One-Pot Heck Arylation-Isomerization-Acylation Cascade

被引：51

作者：

Colbon, Paul ^{[1
]}

Ruan, Jiwu ^{[1
]}

Purdie, Mark ^{[2
]}

Mulholland, Keith ^{[2
]}

Xiao, Jianliang ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool Ctr Mat & Catalysis, Liverpool L69 7ZD, Merseyside, England

[2] AstraZeneca, Macclesfield SK10 2NA, Cheshire, England

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

ELECTRON-RICH OLEFINS; ARYL BROMIDES; COUPLING REACTIONS; BOND FORMATION; HALIDES; DIHYDROCHALCONES; ALDEHYDES; DERIVATIVES; VINYLATION; TOSYLATES;

D O I：

10.1021/ol202144z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot, two-step catalytic protocol has been developed. A regloselective Heck coupling between aryl bromides and allyl alcohol leads to the generation of arylated allyl alcohols that in situ isomerize to give aldehydes, which then undergo an acylation reaction with a second aryl bromide. A variety of aryl bromides can be employed in both the initial Heck reaction and the acylation, providing easy access to a wide variety of substituted dihydrochalcones.

引用

页码：5456 / 5459

页数：4

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