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Palladium-catalyzed cross-coupling of aryl chlorides with alkenylboronic acids with low E/Z isomerization

Authors:
Thimmaiah, M.
Zhang, X.
Fang, S. Y.
Published by: Tetrahedron Letters
Date: 9 2008
Volume, Number, Pages: 49 36 5605-5607

Accession Number: 000259309700011

Abstract:

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.