Rearrangement Reaction Based on the Structure of N-Fluoro- N-alkyl Benzenesulfonamide.

A novel rearrangement reaction based on the structure of N-fluoro- N-alkyl benzenesulfonamide was developed. The reaction proceeded readily at 50 °C in formic acid and generated a variety of benzenesulfonamides and aldehydes or ketones simultaneously. The reaction mechanism is believed to be a concerted mechanism that consist of 1,2-aryl migration with the departure of fluorine anion via an S2 mechanism.