Convergent, regiospecific synthesis of quinolines from o-aminophenylboronates

被引：118

作者：

Horn, Joachim ^{[1
]}

Marsden, Stephen P. ^{[1
]}

Nelson, Adam ^{[1
]}

House, David ^{[2
]}

Weingarten, Gordon G. ^{[2
]}

机构：

[1] Univ Leeds, Sch Chem, Leeds LS2 9JT, W Yorkshire, England

[2] GlaxoSmithKline Inc, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 18期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1021/ol8016726

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A direct convergent two-component synthesis of quinolines from alpha,beta-unsaturated ketones and o-aminophenylboronic acid derivatives is reported. The reaction is regiocomplementary to the traditional Skraup-Doebner-Von Miller synthesis and proceeds under basic rather than strongly acidic conditions. Quinolines substituted in the benzenoid ring can be accessed by using substituted o-aminophenylboronates prepared by direct palladium-catalyzed borylation of the corresponding o-bromoanilines.

引用

页码：4117 / 4120

页数：4

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