Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

A Palladium-Catalyzed α-Arylation of Oxindoles with Aryl Tosylates

A Palladium-Catalyzed α-Arylation of Oxindoles with Aryl Tosylates
Jindian Duan, Fuk Yee Kwong
A palladium-catalyzed monoselective C3 arylation of 2-oxindoles with aryl tosylates is described. With the Pd/CM-phos catalyst system, the corresponding 3-arylated oxindoles can be obtained in good to excellent yields (≤97%). The reaction conditions are mild (using 0.5 mol % Pd in general and KF as a base), and functional groups such as methyl ester, NH amido, and enolizable keto moieties are found to be compatible.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00855

DOI: 10.1021/acs.joc.7b00855

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