Dioxygen-Promoted Regioselective Oxidative Heck Arylations of Electron-Rich Olefins with Arylboronic Acids
Murugaiah M. S. Andappan, Peter Nilsson, Henrik von Schenck and Mats Larhed*
*Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, BMC,
Uppsala University, Box-574, SE-751 23 Uppsala, Sweden, Email:
mats
orgfarm.uu.se
M. M. S. Andappan, P. Nilsson, H. v. Schenck, M. Larhed, J. Org. Chem., 2004, 69, 5212-5218.
DOI: 10.1021/jo049434t
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Abstract
Arylations of electron-rich heteroatom-substituted olefins were performed with electron-rich arylboronic acids via palladium(II) catalysis. This mild protocol, which offers access to functionalized enamides, exploits oxygen gas for reoxidation and a stable 1,10-phenanthroline bidentate ligand to promote the palladium(II) regeneration and to control the regioselectivity.
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Key Words
Heck Reaction, Microwave Synthesis, Oxygen, Alkenylation, Enamides
ID: J42-Y2004-610
