芳基锂与芳基和乙烯基卤化物在流动微反应器中的交叉偶联。

Cross-coupling of aryllithiums with aryl and vinyl halides in flow microreactors.

机构信息

Department of Synthetic and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510 Japan.

出版信息

Chem Asian J. 2012 May;7(5):1061-8. doi: 10.1002/asia.201101019. Epub 2012 Feb 29.

DOI:10.1002/asia.201101019

PMID:22378563

Abstract

The use of Pd catalysts that contained a carbene ligand, such as PEPPSI-SIPr, speeded up the Murahashi coupling of ArLi with ArBr, by enabling its integration with the Br/Li exchange of ArBr with BuLi in flow. Space integration realized the rapid cross-coupling of two different ArBr substrates. However, the cross-coupling reaction with vinyl halides could not be achieved under similar conditions. Pd(OAc)(2) was an effective catalyst, and the space integration of the Br/Li exchange of ArBr with BuLi and the Murahashi coupling with vinyl halides was successfully achieved.

摘要

使用含有卡宾配体（如 PEPPSI-SIPr）的 Pd 催化剂可以加速 ArLi 与 ArBr 的 Murahashi 偶联反应，这是通过将其与 ArBr 与 BuLi 的 Br/Li 交换在流动相中集成实现的。空间集成实现了两种不同的 ArBr 底物的快速交叉偶联。然而，在类似条件下，无法实现与乙烯基卤化物的交叉偶联反应。Pd(OAc)(2)是一种有效的催化剂，并且成功地实现了 ArBr 与 BuLi 的 Br/Li 交换与乙烯基卤化物的 Murahashi 偶联的空间集成。