Sequential hydrocarbon functionalization: Allylic C-H oxidation/vinylic C-H arylation

被引：181

作者：

Delcamp, Jared H. ^{[1
]}

White, M. Christina ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 47期

关键词：

D O I：

10.1021/ja066563d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Pd(II)/sulfoxide-catalyzed sequential allylic C-H oxidation/vinylic C-H arylation of α-olefins to furnish E-arylated allylic esters in high regio- and E:Z selectivities (>20:1) is reported. The broad scope of this method with respect to the α-olefin, carboxylic acid, and aryl boronic acid enables the rapid assembly of densely functionalized fragments for complex molecule synthesis from cheap, abundant hydrocarbon starting materials. The Pd(II)/sulfoxide-catalyzed vinylic C-H arylation of electronically unbiased olefins with aryl boronic acids proceeds under oxidative, acidic conditions and mild temperatures (room temperature to 45 °C). Copyright © 2006 American Chemical Society.

引用

页码：15076 / 15077

页数：2

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