Journal of Liaoning Petrochemical University
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Palladium⁃Catalyzed meta⁃Alkenylation of m⁃Methylphenylacetic Acid and Ibuprofen
Jiao Bo, Du Haiwu, Dai Zhenhua, Wang Jingyun
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The direct meta⁃C-H functionalization has proved to be more challenging due to the high energy transition state of marcrocyclic metallacycles which makes its formation extremely difficult. In this paper, the reaction of allyl acetic acid alkenylation based on pyrimidine template under palladium catalysis was studied. The reaction conditions were optimized, the influences of solvent effect, catalyst and oxidant type on the reaction were investigated, and the optimal reaction conditions were obtained. The experimental results show that the designed pyrimidine⁃directed aryl acetic acid C-H bond activation reaction can realize the meta⁃selective functionalization reaction of aryl acetic acid derivatives. A meta⁃alkenylation ibuprofen derivatives with potential drug activity can be constructedby using this strategy.
2020, 40 (3): 18-23. DOI: 10.3969/j.issn.1672-6952.2020.03.004