Sulfur-Directed α-C(sp<sup>3</sup>)–H Amidation of Pyrrolidines with Dioxazolones under Rhodium Catalysis
Pargat Singh, Jeonghyun Min, Sujin Min, Kyeongwon Moon, Hyung Sik Kim, In Su Kim
Abstract
Site-selective functionalization of saturated N-heterocycles such as pyrrolidines is a central topic in organic synthesis and drug discovery. We herein report the sulfur-assisted rhodium(III)-catalyzed sp 3 C–H amidation of pyrrolidines with dioxazolones as amidating agents. The amenability of the thioamide directing group is elucidated by a series of control experiments.
Topics & Concepts
ChemistryRhodiumThioamideCatalysisSulfurSurface modificationCombinatorial chemistryOrganic chemistryStereochemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques