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镍(0)催化 Heck 交叉偶联反应通过芳基 C-O 键的活化。

Nickel(0)-catalyzed Heck cross-coupling via activation of aryl C-OPiv bonds.

机构信息

Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA.

出版信息

Org Lett. 2012 Mar 2;14(5):1202-5. doi: 10.1021/ol203322v. Epub 2012 Feb 15.

DOI:10.1021/ol203322v
PMID:22335199
Abstract

Using a Ni(dppf) catalyst generated in situ, Heck cross-coupling of aryl pivalates with a variety of olefin partners has been accomplished. This method represents one of the first examples of a C-C cross-coupling via activation of a strong C-O bond with a nonorganometallic coupling partner. It enables the transformation of phenol-based substrates into styrenyl products without generation of a halogenated byproduct or the use of expensive triflate groups.

摘要

使用原位生成的 Ni(dppf)催化剂,实现了芳基频哪醇酯与各种烯烃偶联物的 Heck 交叉偶联。该方法代表了首例通过非有机金属偶联试剂对强 C-O 键的活化实现 C-C 交叉偶联的实例之一。它使得酚类底物能够转化为苯乙烯基产物,而无需生成卤化副产物或使用昂贵的三氟甲磺酸酯基团。

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