Intramolecular Palladium(II)-Catalyzed Regioselective 6-<i>endo</i> or 6-<i>exo</i> C–H Benzannulation: An Approach for the Diversity-Oriented Synthesis of Quinolinone Derivatives from Pyridones
Ziyi Sun, Fengya He, Yiwei Xu, Mingxiang Lu, Hujie Xiong, Zibin Jiang, Chenggui Wu
Abstract
Herein, a new intramolecular palladium(II)-catalyzed regioselective 6- endo-trig or 6- exo-trig annulation through direct C–H activation is presented as a method for the diversity-oriented synthesis of highly substituted quinolinones from pyridones. The reaction occurs under mild conditions and exhibits excellent regioselectivity, good functional group tolerance, and broad applications. This innovative approach has been successfully utilized in the synthesis of Glycopentanolone A and an intermediate of ( R )-(+)-Tipifarnib.
Topics & Concepts
ChemistryRegioselectivityIntramolecular forcePalladiumCatalysisMedicinal chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions