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铑催化的通过 C-H 键活化的芳基酯的选择性烯化反应。

Rhodium-catalyzed selective olefination of arene esters via C-H bond activation.

机构信息

Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology, Daejeon 305-701, Korea.

出版信息

Org Lett. 2011 May 6;13(9):2372-5. doi: 10.1021/ol200600p. Epub 2011 Apr 6.

Abstract

A new catalytic procedure of ortho-olefination of benzoates and benzaldehydes has been developed. Ester and carboxaldehyde units were revealed to be effective chelating groups in focusing the activation of aryl C-H bonds ortho to the directing moieties under the Rh-catalyzed oxidative conditions. The reaction is highly regioselective with a range of benzoates and benzaldehydes enabling the efficient olefination with acrylates, acrylic acid, and styrenes.

摘要

一种新的苯甲酸酯和苯甲醛的邻位烯烃化催化方法已经被开发出来。酯基和醛基被证明是有效的螯合基团,能够在 Rh 催化的氧化条件下,集中激活导向基团邻位的芳基 C-H 键。该反应具有高度的区域选择性,适用于多种苯甲酸酯和苯甲醛,能够与丙烯酸酯、丙烯酸和苯乙烯高效地进行烯烃化反应。

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