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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Visible-Light-Driven Modular Synthesis of Isoquinolinone Derivatives via Palladium-Catalyzed Radical 6-endo
Fu-Ao Liu1, Hongnian Liang1, Shuaichen Zheng1
1School of Chemistry and Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo 255049, P. R. China.
Abstract:
Herein, a photoexcited-state palladium-catalyzed 6-endo selective annulation reaction of aryl-halide-tethered enamides has been developed, allowing various isoquinolinone motifs synthesized under mild conditions. This approach features operational simplicity, broad substrate scope, good functional group tolerance, and high chemo- and regioselectivity. The synthetic versatility of this methodology is underscored by scalable synthesis and downstream derivatization. Mechanistic studies reveal that this protocol involves a hybrid Pd-radical pathway and that the nitrogen atom is crucial for the observed endo selectivity.
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