Nickel-Catalyzed Enantioselective Reductive <i>N</i>-Cyclization–Thiolation Reaction of Alkene-Tethered Oxime Esters and Disulfides
Qi-Wei Yao, Kai Yin, Yiyang Huang, Jun-Peng Nie, Xiaobo Pang, Xing‐Zhong Shu
Abstract
Asymmetric aza-Heck cyclization and coupling reactions offer efficient access to enantioenriched N -heterocycles, yet the current studies focus primarily on sequential C–N and C–C bond formation. Herein, we report an enantioselective reductive aza-Heck cyclization followed by a C–S coupling sequence, ultimately yielding sulfide-containing enantioenriched pyrrolines. The reaction is conducted under mild conditions and tolerates broad functionalities including alkynes, phenols, anilines, amides, nitriles, and bromides.
Topics & Concepts
ChemistryAlkeneCatalysisOximeEnantioselective synthesisNickelOrganic chemistryCombinatorial chemistryMedicinal chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions