Cu(II)-Catalyzed N-Directed Distal C(sp<sup>3</sup>)–H Heteroarylation of Aliphatic <i>N</i>-Fluorosulfonamides
Xu Wang, Yuting Xue, Weinan Hu, Linlin Shi, Xinju Zhu, Xin‐Qi Hao, Mao‐Ping Song
Abstract
A copper-catalyzed δ-regioselective C(sp3)–H heteroarylation of N-fluorosulfonamides has been developed. A broad range of heteroarenes were well tolerated and reacted with various N-fluorosulfonamides to give the corresponding heteroarylated amides in good yields. Notably, all types (1°, 2°, and 3°) of δ-C(sp3)–H bonds in the N-fluorosulfonamides could be regioselectively activated through the 1,5-HAT process. This protocol provides a practical strategy for the functionalization of heteroarenes and amides via forging a C(sp3)–C(sp2) bond.
Topics & Concepts
RegioselectivityChemistryCatalysisSurface modificationMedicinal chemistryCopperCombinatorial chemistryStereochemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques