Organocatalytic Oxidative Annulation of Benzamide Derivatives with Alkynes

被引：106

作者：

Manna, Srimanta ^{[1
,2
]}

Antonchick, Andrey P. ^{[1
,2
]}

机构：

[1] Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany

[2] Tech Univ Dortmund, Fak Chem, D-44221 Dortmund, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 28期

关键词：

alkynes; annulation; heterocycles; hypervalent iodine; organocatalysis; C-H ACTIVATION; HYPERVALENT IODINE REAGENTS; N BOND FORMATION; ISOQUINOLINE ALKALOIDS; BETA-PHENYLETHYLAMINES; O BOND; COUPLING/CYCLIZATION; FUNCTIONALIZATION; STRATEGY; CYCLOADDITION;

D O I：

10.1002/anie.201404222

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Organocatalytic annulation by functionalization of benzamide derivatives with alkynes has been developed. We report a new approach of cycloaddition under mild reaction conditions using simple catalysts, such as iodobenzene and peracetic acid, as oxidant. Those novel, mild reaction conditions provided a straightforward synthesis of isoquinolones with fast reaction rate. Notable selectivity in annulation of unsymmetrically disubstituted alkynes was demonstrated.

引用

页码：7324 / 7327

页数：4

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