Aryl sulfonyl fluoride synthesis organophotocatalytic fluorosulfonylation of diaryliodonium salts

A mild and efficient synthesis of various aryl sulfonyl fluorides from diaryliodonium salts under organophotocatalysis via a radical sulfur dioxide insertion and fluorination strategy is presented. Diaryliodonium salts are used as aryl radical precursors, the 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) as a sulfonyl source and cheap KHF 2 as a desirable fluorine source, respectively. Notably, the electronic properties of substituents on the aromatic rings in diaryliodonium salts have a significant influence on the reaction yields. An efficient metal-free visible-light-mediated protocol for the synthesis of various aryl sulfonyl fluorides from diaryliodonium salts via a radical sulfur dioxide insertion and fluorination strategy was developed.