Diels-Alder Reactions of Cyclopentadienones with Aryl Alkynes To Form Biaryl Compounds

被引：8

作者：

Pearson, Anthony J. ^{[1
]}

Zhou, Yan ^{[1
]}

机构：

[1] Case Western Reserve Univ, Dept Chem, Cleveland, OH 44106 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 11期

基金：

美国国家科学基金会;

关键词：

CROSS-COUPLING REACTIONS; ORGANOBORON COMPOUNDS; ORGANIC-SYNTHESIS; ULLMANN REACTION; BOND FORMATION; CYCLIZATION; ALKALOIDS; ANHYDROLYCORINONE; COMPLEXES; HIPPADINE;

D O I：

10.1021/jo900559n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder reactions of cyclopentadienones, to afford substituted biaryls, were studied using an expanded substrate base. Electron-withdrawing groups on the aryl alkyne dienophile facilitated the reaction, and these substrates gave better yields than those with electron-donating substituents. Steric effects were also found to be important, and o,o'-dimethylphenylacetylene gave much poorer yield of biaryl product.

引用

页码：4242 / 4245

页数：4

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