Palladium-catalyzed cross-coupling of aryl chlorides with alkenylboronic acids with low E/Z isomerization
摘要:
Using a bulky electron-rich monodentate benzoferrocenyl phosphine as supporting ligand, an efficient protocol for stereoselective palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides with alkenylboronic acids was uncovered. Using this protocol, both trans- and cis-alkenylboronic acids can be coupled with high stereoselectivity giving the corresponding vinylarenes in good to quantitative yields. Electron-poor and -rich aryl chlorides including highly hindered ones are all Suitable substrates for the reaction. (C) 2008 Elsevier Ltd. All rights reserved.
作者:Xiao-Shan Ning、Xin Liang、Kang-Fei Hu、Chuan-Zhi Yao、Jian-Ping Qu、Yan-Biao Kang
DOI:10.1002/adsc.201701512
日期:2018.4.17
A Pd‐tBuONO co‐catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2‐vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti‐breast cancer drug candidate 1.