Acid-mediated formation of trifluoromethyl sulfonates from sulfonic acids　and a hypervalent iodine trifluoromethylating agent

摘要

A variety of sulfonic acids have been trifluoromethylated using 1-trifluoromethyl-1,2-benziodoxol-3(1H)-one under mild conditions in good to excellent yields. Initial mechanistic investigations of this reaction show a clean second-order kinetics and only very weak substrate electronic effects. Since 1957, when the first fluorine-containing drug was developed, the number of fluorinated drugs on the market has risen steadily. Today, nearly 20% of new pharmaceutical compounds contain one or more fluorine atoms and for agrochemicals this percentage is even higher.