Improved Catalysts for the Palladium-Catalyzed Synthesis of Oxindoles by Amide α-Arylation. Rate Acceleration, Use of Aryl Chloride Substrates, and a New Carbene Ligand for Asymmetric Transformations

Sunwoo Lee and John F. Hartwig*

*Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520-8107, Email: jhartwigberkeley.edu

S. Lee, J. F. Hartwig, J. Org. Chem., 2001, 66, 3402-3415.

DOI: 10.1021/jo005761z

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Abstract

Catalysts comprised of Pd(OAc)₂ and either PCy₃ or sterically hindered N-heterocyclic carbene ligands provide fast rates for a mild, palladium-catalyzed synthesis of oxindoles in high yields by amide α-arylation.

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Key Words

oxindoles

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ID: J42-Y2001