Litcius/Paper detail

Thiol Activation toward Selective Thiolation of Aromatic C–H Bond

Jing‐Hao Wang, Tao Lei, Haolin Wu, Xiao-Lei Nan, Xu‐Bing Li, Bin Chen, Chen‐Ho Tung, Li‐Zhu Wu

2020Organic Letters44 citationsDOI

Abstract

Direct C-S bond coupling is an attractive way to construct aryl sulfur ether, a building block for a variety of biological active molecules. Herein, we disclose an effective model for regioselective thiolation of the aromatic C-H bond by thiol activation instead of arene activation. Strikingly, this method has been applied into anisole derivatives that are not available in the arene activation approach to forge a single thioether isomer with high reactivity.

Topics & Concepts

ThioetherChemistryAnisoleThiolArylEtherRegioselectivityReactivity (psychology)Combinatorial chemistryMoleculeStereochemistryOrganic chemistryCatalysisAlternative medicinePathologyAlkylMedicineSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions