Rate enhancement of PFP sulfonate ester aminolysis by chloride salts in organic and aqueous media

We report here, a method of accelerating the rate of aminolysis of PFP sulfonates to yield sulfonamides using tetrabutylammonium salts. We have previously explored the utility of employing PFP sulfonates in the formation of sulfonamides; however we demonstrate here the advantages of combining the existing methodology with a revised protocol which allows the diversity within both the sulfonate ester and the amine to be extended.

A method of accelerating the rate of aminolysis of PFP sulfonates to yield sulfonamides using tetrabutylammonium salts is described. We demonstrate the advantages of combining the existing methodology with a revised protocol which allows the diversity within both the sulfonate ester and the amine to be extended.