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钯催化环己烯的有氧氧化脱氢反应合成取代芳烃衍生物

Palladium-catalyzed aerobic oxidative dehydrogenation of cyclohexenes to substituted arene derivatives.

作者信息

Iosub Andrei V, Stahl Shannon S

机构信息

Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.

出版信息

J Am Chem Soc. 2015 Mar 18;137(10):3454-7. doi: 10.1021/ja512770u. Epub 2015 Mar 9.

Abstract

A palladium(II) catalyst system has been identified for aerobic dehydrogenation of substituted cyclohexenes to the corresponding arene derivatives. Use of sodium anthraquinone-2-sulfonate (AMS) as a cocatalyst enhances the product yields. A wide range of functional groups are tolerated in the reactions, and the scope and limitations of the method are described. The catalytic dehydrogenation of cyclohexenes is showcased in an efficient route to a phthalimide-based TRPA1 activity modulator.

摘要

已确定一种钯(II)催化剂体系可用于将取代环己烯有氧脱氢转化为相应的芳烃衍生物。使用蒽醌-2-磺酸钠(AMS)作为助催化剂可提高产物产率。该反应能耐受多种官能团,并描述了该方法的适用范围和局限性。环己烯的催化脱氢反应在制备基于邻苯二甲酰亚胺的TRPA1活性调节剂的有效路线中得到了展示。

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