Sulfonyl fluoride synthesis via visible-light-mediated fluorosulfonylation of thianthrenium salts

Abstract

A visible-light-mediated fluorosulfonylation reaction of thianthrenium salts has been developed to prepare various sulfonyl fluorides with 1,4-diazabicyclo [2.2.2] octane bis (sulfur dioxide) (DABSO) as sulfonyl source and cheap KHF₂ as fluorine source based on radical sulfur dioxide insertion and fluorination strategy. This operationally simple protocol proceeds with high functional-group tolerance under mild reaction conditions.

Graphical Abstract

Keywords:

• Fluorosulfonylation
• thianthrenium salts
• visible-light-mediated

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

The authors gratefully acknowledge the financial support from the National Natural Science Foundation of China [No. 21871283], the project of Science and Technology Commission of Shanghai Municipality in China [21010503800], Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai Engineering Research Center of Green Fluoropharmaceutical Technology, and the Science Research Foundation of Shanghai Institute of Technology.