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Aryl sulfonyl fluoride synthesis<i>via</i>palladium-catalyzed fluorosulfonylation of aryl thianthrenium salts

Lingling Shan, Zhanhu Ma, Caiyun Ou, Yinxia Cai, Yuyang Ma, Yong Guo, Xiaoyu Ma, Chao Liu

2023Organic & Biomolecular Chemistry16 citationsDOI

Abstract

-fluorobenzenesulfonimide (NFSI) as an ideal fluorine source under mild reduction conditions. A one-pot synthesis of aryl sulfonyl fluorides starting from various arenes was established as well without the need for separating aryl thianthrenium salts. The practicality of this protocol was demonstrated by gram-scale synthesis, derivatization reactions, and excellent yields.

Topics & Concepts

ChemistrySulfonylArylFluorideCatalysisCombinatorial chemistryPalladiumFluorineDerivatizationOrganic chemistryInorganic chemistryAlkylHigh-performance liquid chromatographySulfur-Based Synthesis TechniquesFluorine in Organic ChemistryCatalytic C–H Functionalization Methods