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N-杂环卡宾-钯(II)-1-甲基咪唑配合物催化的芳基磺酸盐与芳基硼酸的Suzuki-Miyaura 偶联反应。

N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids.

机构信息

College of Chemistry and Materials Engineering, Wenzhou University, Chashan University Town, Wenzhou, Zhejiang Province 325035, People's Republic of China.

出版信息

J Org Chem. 2012 Aug 3;77(15):6608-14. doi: 10.1021/jo301270t. Epub 2012 Jul 25.

Abstract

A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also be achieved even by using the less reactive mesylates as the substrates. It is worthy of noting here that this is the first example of NHC-Pd(II) complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids, enriching an inexpensive, convenient, and alternative method for the synthesis of biaryl compounds.

摘要

发现结构明确的 NHC-Pd(II)-Im 配合物 1 是一种有效的芳基磺酸盐(包括对甲苯磺酸盐和苯磺酸盐)与芳基硼酸的 Suzuki-Miyaura 偶联反应的催化剂,可得到所需的偶联产物,产率良好至高产率。即使使用反应性较低的甲磺酸盐作为底物,也可以获得可接受的产率。值得注意的是,这是 NHC-Pd(II) 配合物催化芳基磺酸盐与芳基硼酸的 Suzuki-Miyaura 偶联的首例实例,丰富了一种廉价、方便且替代的合成联苯化合物的方法。

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