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A Practical and Regioselective Strategy for Aromatic C–H Difunctionalization via Site-Selective C–H Thianthrenation

Zhe Zhang, Xi Chen, Zhi‐Jie Niu, Zhuomei Li, Li Qiao, Wei‐Yu Shi, Tian Ding, Xue‐Yuan Liu, Yong‐Min Liang

2024Organic Letters34 citationsDOI

Abstract

Herein, we present a novel Catellani-type reaction that employed aryl-thianthrenium salts as aryl substrates to trigger the subsequent palladium/norbornene cooperatively catalyzed progress. This strategy can achieve site-selective C-H difunctionalization of aryl compounds without directing groups or a known initiating reagent. A series of functionalized syntheses of bioactive molecules further demonstrated the potential of this strategy.

Topics & Concepts

ChemistryRegioselectivityArylNorborneneReagentCombinatorial chemistryPalladiumMoleculeCatalysisOrganic chemistryCopolymerPolymerAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques
A Practical and Regioselective Strategy for Aromatic C–H Difunctionalization via Site-Selective C–H Thianthrenation | Litcius