AstraZeneca R&D , Innovative Medicines, Cardiovascular and Metabolic Diseases, Medicinal Chemistry, Pepparedsleden 1, SE-431 83 Mölndal, Sweden.
J Org Chem. 2014 May 2;79(9):3946-54. doi: 10.1021/jo500409r. Epub 2014 Apr 11.
Suzuki-Miyaura cross-coupling reactions of heteroaromatics catalyzed by palladium supported in the cavities of amino-functionalized siliceous mesocellular foam are presented. The nanopalladium catalyst effectively couples not only heteroaryl halides with boronic acids but also heteroaryl halides with boronate esters, potassium trifluoroborates, MIDA boronates, and triolborates, producing a wide range of heterobiaryls in good to excellent yields. Furthermore, the heterogeneous palladium nanocatalyst can easily be removed from the reaction mixture by filtration and recycled several times with minimal loss in activity. This catalyst provides an alternative, environmentally friendly, low-leaching process for the preparation of heterobiaryls.
本文介绍了在氨基功能化硅介孔泡沫空腔中负载钯的Suzuki-Miyaura 交叉偶联反应,用于催化杂芳环化合物。纳米钯催化剂不仅能有效地将杂芳基卤化物与硼酸反应偶联,还能将杂芳基卤化物与硼酸酯、三氟硼酸钾、MIDA 硼酸酯和三醇硼酸酯反应偶联,以较好的至优异的收率得到广泛的杂联芳烃。此外,通过过滤可将非均相钯纳米催化剂从反应混合物中轻易分离,并可在最小活性损失的情况下重复使用数次。该催化剂为制备杂联芳烃提供了一种替代的、环保的、低浸出的方法。