Palladium-Catalyzed Regio- and Diastereoselective Hydro(hetero)arylation for Rapid Construction of Quaternary Center Containing Cyclobutanes
Furong Tao, Shuaikang Li, Mandalaparthi Phanindrudu, Haifei Yang, Yi Qi, Hui Luo, Jia Zheng
Abstract
Herein we report a Pd-catalyzed regio- and diastereoselective hydro(hetero)arylation of inactivated alkylidenecyclobutanes. This protocol provides a rapid and atom-economical route to access 3-cyclobutyl (hetero)arenes with good functionalities toleration. With the assistance of the directing group, nucleophilic attack happened on the bulkier γ-position to form the quaternary carbon center. Furthermore, the selected products exhibited antitumor bioactivities.
Topics & Concepts
CyclobutanesChemistryPalladiumCatalysisCenter (category theory)StereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCrystallographyCycloadditionCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions