Bromoallenes as synthetic equivalents of allyl dications: Synthesis of medium-sized nitrogen heterocycles through the cyclization of bromoallenes in the presence of a palladium(o) catalyst and an alcohol

被引：55

作者：

Ohno, H ^{[1
]}

Hamaguchi, H ^{[1
]}

Ohata, M ^{[1
]}

Tanaka, T ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 15期

关键词：

allenes; cyclization; heterocycles; palladium;

D O I：

10.1002/anie.200250589

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly regio- and stereoselective synthesis of medium-sized nitrogen heterocycles has been developed (see scheme), based on the discovery that bromoallenes can act as an allyl dication equivalent in the presence of a palladium(o) catalyst and an alcohol. The intramolecular nucleophilic attack takes place exclusively at the central carbon atom of the allene moiety.

引用

页码：1749 / 1753

页数：5

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