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A novel palladium-catalyzed intermolecular aminopalladation/C-H activation method for selectively synthesizing (
E)-(2-oxindolin-3-ylidene)phthalimides has been developed. In the presence of Pd(OAc)
2 and PhI(OAc)
2, alkynes were difunctionalized with a phthalimide and an arenesp
2 C-H bond to selectively synthesize (
E)-(2-oxoindolin-3-ylidene)phthalimides, which products are of great potential pharmaceutical valueproducts in many major therapeutic areas, such as oncology, inflammation, neurology, immunology, and endocrinology. To the best of ourknowledge, the reaction serves as the first example of intermolecular aminopalladation/C-H activation reactions of alkynes.