Sequential intermolecular aminopalladation/ortho-arene C-H activation reactions of N-phenylpropiolamides with phthalimide |
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Authors: | Tang Shi Peng Peng Pi Shao-Feng Liang Yun Wang Nai-Xing Li Jin-Heng |
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Institution: | Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100080, China. |
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Abstract: | 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 arene sp2 C-H bond to selectively synthesize (E)-(2-oxoindolin-3-ylidene)phthalimides, which products are of great potential pharmaceutical value products in many major therapeutic areas, such as oncology, inflammation, neurology, immunology, and endocrinology. To the best of our knowledge, the reaction serves as the first example of intermolecular aminopalladation/C-H activation reactions of alkynes. |
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