Nonbasic Synthesis of Thioethers via Nickel-Catalyzed Reductive Thiolation Utilizing NBS-Like <i>N</i>-Thioimides as Electrophilic Sulfur Donors
Yuenian Xu, Yong Liu, Yan Zhang, Ke‐Fang Yang, Yan Wang, Jiajian Peng, Xinxin Shao, Ying Bai
Abstract
The nonbasic synthesis of unsymmetrical thioethers via nickel-catalyzed reductive thiolation between aryl(hetero) iodides and N -thioimides is illustrated. N -Bromosuccinimide (NBS)-like N -thioimides were found quite reactive toward thiolation with carbon electrophiles, and a series of structurally varied thioethers were successfully prepared under mild reaction conditions. The transformation was featured with the new application of the NBS-like reagents, good functional group tolerance, and late-stage modification of biologically active scaffolds, thus providing an expeditious and efficient platform to construct polyfunctional thioethers.
Topics & Concepts
ElectrophileArylReagentChemistryCatalysisSulfurThioetherCombinatorial chemistryNickelOrganic chemistryAlkylSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsSynthesis and Catalytic Reactions