Journal
TETRAHEDRON LETTERS
Volume 49, Issue 39, Pages 5605-5607Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.07.050
Keywords
Suzuki-Miyaura cross-coupling; aryl chloride; alkenylboronic acid; alkene isomerization; benzoferrocene; phosphine ligand
Categories
Funding
- US NSF [CHE-0647129]
- MTU Chemistry Department,
- MTU
- NSF [CHE-9512445]
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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.
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