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通过钯催化的sp(2) C-H键氧化活化实现酰苯胺的直接邻位乙酰氧基化反应。

Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activation.

作者信息

Wang Guan-Wu, Yuan Ting-Ting, Wu Xue-Liang

机构信息

Hefei National Laboratory for Physical Sciences at Microscale, Joint Laboratory of Green Synthetic Chemistry, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, PR China.

出版信息

J Org Chem. 2008 Jun 20;73(12):4717-20. doi: 10.1021/jo8003088. Epub 2008 May 17.

Abstract

Various anilides have been directly ortho-acetoxylated through a Pd(OAc)2-catalyzed C-H bond activation process. The amide group in anilides was found to functionalize as an elegant directing group to convert aromatic sp(2) C-H bonds into C-O bonds in high regioselectivity with acetic acid as the acetate source and K(2)S(2)O(8) as the oxidant.

摘要

通过钯(II)乙酸盐催化的C-H键活化过程,各种酰苯胺已被直接邻位乙酰氧基化。研究发现,酰苯胺中的酰胺基团可作为一种出色的导向基团,以乙酸作为乙酸根来源,过硫酸钾作为氧化剂,将芳香族sp(2) C-H键以高区域选择性转化为C-O键。

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