Palladium‐Catalyzed Remote <i>δ</i>‐C−H Selenylation of Arylethylamide and Alkenylethylamide Derivatives
Wenbo Ma, Yunhao Zhou, Yang Wang, Bo Li, Tao Zheng, Zemin Cheng, Ruhuai Mei
Abstract
Abstract A palladium‐catalyzed remote δ ‐C−H selenylation of arylethylamide derivatives with readily available diselenides has been reported. This protocol relies on the use of a removable picolinamide directing group to access unsymmetrical diaryl selenides in 45–98% yields. Furthermore, the inactivated δ ‐C(alkenyl)−H bond was also compatible in this reaction and afforded the thermo‐dynamically unfavorable Z ‐selective‐alkenyl selenides with complete control of site‐ and stereoselectivity. magnified image
Topics & Concepts
ChemistryPalladiumStereoselectivityCatalysisMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsOrganoselenium and organotellurium chemistry