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Pd-mBDPP-Catalyzed Regioselective Internal Arylation of Electron-Rich Olefins by Aryl Halides

Shifang Liu, Neil Berry, Nick Thomson, Alan Pettman, Zeynab Hyder, Jun Mo and Jianliang Xiao*

*Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool L69 7ZD, U.K., Email: j.xiaoliv.ac.uk

S. Liu, N. Berry, N. Thomson, A. Pettman, Z. Hyder, J. Mo, J. Xiao, J. Org. Chem., 2006, 71, 7467-7470.

DOI: 10.1021/jo0609632 (free Supporting Information)


Abstract

meso-2,4-Bis(diphenylphosphino)pentane (mBDPP) is an effective regiocontrolling ligand for palladium-catalyzed internal arylation of electron-rich olefins in DMSO with no need for any halide scavengers.


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The Heck Reaction of Electron-Rich Olefins with Regiocontrol by Hydrogen-Bond Donors

J. Mo, J. Xiao, Angew. Chem. Int. Ed., 2006, 45, 4152-4157.

Regioselective Heck Vinylation of Electron-Rich Olefins with Vinyl Halides: Is the Neutral Pathway in Operation?

M. McConville, O. Saidi, J. Blacker, J. Xiao, J. Org. Chem., 2009, 74, 2692-2698.


Key Words

Heck reaction, homogeneous catalysis, regioselectivity, aryl ketones


ID: J42-Y2006-2930