Copper-Catalyzed Intermolecular Carboetherification of Unactivated Alkenes by Alkyl Nitriles and Alcohols

被引：145

作者：

Chatalova-Sazepin, Claire ^{[1
]}

Wang, Qian ^{[2
]}

Sammis, Glenn M. ^{[1
]}

Zhu, Jieping ^{[2
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

[2] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Synth & Nat Prod, EPFL SB ISIC LSPN, CH-1015 Lausanne, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 18期

基金：

瑞士国家科学基金会;

关键词：

alkenes; carboetherification; copper catalysts; difunctionalization; oxyalkylation; ARYL DIAZONIUM SALTS; C-H; ACTIVATED ALKENES; COOPERATIVE CATALYSIS; ORTHO-ALKYNYLANILINES; EFFICIENT SYNTHESIS; HIGHLY EFFICIENT; OXYARYLATION; ACETONITRILE; BONDS;

D O I：

10.1002/anie.201412357

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A three-component carboetherification of unactivated alkenes has been developed allowing the rapid building of complexity from simple starting materials. A wide range of a-substituted styrenes underwent smooth reactions with unactivated alkyl nitriles and alcohols to afford gamma-alkoxy alkyl nitriles with concomitant generation of a quaternary carbon center. A radical clock experiment provided clear-cut evidence that the reaction proceeds through a tertiary alkyl radical intermediate.

引用

页码：5443 / 5446

页数：4

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