Simultaneous Preparation of Sulfides/Selenides and Sulfones via Synergistic Nickel-Catalyzed Reductive Coupling and S<sub>N</sub>2 Reaction
Ji-Min Cao, Wei‐Chen Zhu, Xinyu Liu, Weidong Rao, Shusu Shen, Daopeng Sheng, Shun‐Yi Wang
Abstract
Sulfone compounds and thioether compounds are two highly valuable classes of compounds, but it is challenging to prepare sulfone and thioether compounds simultaneously and efficiently. Here we report that sulfides/selenides and sulfones can be obtained simultaneously using allyl bromide/benzyl bromide-activated alkyl bromides and thiosulfonates/selenosulfonates using a nickel-catalyzed reductive coupling and S N 2 synergistic strategy, which is characterized by excellent atom and step economy, mild reaction conditions, broad functional group compatibility, and excellent yields.
Topics & Concepts
ThioetherChemistryBromideSulfoneCatalysisNickelSN2 reactionAlkylBenzyl bromideCombinatorial chemistrySulfideCoupling reactionAtom economyOrganic chemistryMedicinal chemistrySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganoselenium and organotellurium chemistry