Palladium-Catalyzed ortho-Olefination of Phenyl Acetic and Phenyl Propylacetic Esters via C–H Bond Activation

A highly regioselective palladium-catalyzed ester-directed ortho-olefination of phenyl acetic and propionic esters with olefins via C–H bond activation has been developed. A wide variety of phenyl acetic and propionic esters were tolerated in this transformation, affording the corresponding olefinat...

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Veröffentlicht in:Journal of organic chemistry 2015-08, Vol.80 (16), p.7896-7904
Hauptverfasser: Hu, Jundie, Guan, Mingyu, Han, Jian, Huang, Zhi-Bin, Shi, Da-Qing, Zhao, Yingsheng
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Sprache:eng
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Zusammenfassung:A highly regioselective palladium-catalyzed ester-directed ortho-olefination of phenyl acetic and propionic esters with olefins via C–H bond activation has been developed. A wide variety of phenyl acetic and propionic esters were tolerated in this transformation, affording the corresponding olefinated aromatic compounds. The ortho-olefination of heterocyclic acetic and propionic esters also took place smoothly giving the products in good yields, thus proving the potential utility of this protocol in synthetic chemistry.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b00775