The investigation of fluorination reaction of p-substituted benzenesulfonimides with fluorine–nitrogen mixed gas to synthesize NFSI analogues

This paper studied the fluorination reaction of p-substituted benzenesulfonimides with diluted elemental fluorine to synthesize N-fluoro-benzenesulfonimide (NFSI) analogues. Several synthetic methods were compared and we found that, for many p-substituted benzenesulfonimides, the fluorination of their sodium salts with 10% F2–N2 mixed gas in acetonitrile at room temperature could afford NFSI analogues in moderate to good yields.

Graphical abstractThe fluorination of the sodium salts of p-substituted benzenesulfonimide with 10% F2–N2 mixed gas in acetonitrile at room temperature could afford the corresponding N-fluoro-benzenesulfonimide (NFSI) analogues in moderate to good yields.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Developing method for the synthesis of N–F reagents is useful. ► An efficient procedure for the synthesis of NFSI analogues was realized. ► The p-substituted NFSI analogues were afforded in moderate to good yields.