A Rapid, Mild and\nDirect Route to Sulfonimidoyl Fluoride\nfrom Sulfenamide

We\ndevelop a rapid and mild protocol to access sulfonimidoyl\nfluoride-[S(VI)]\nfrom sulfenamide-[S(II)] directly. The transformation occurs via the\nreaction of sulfenamide with NCS (<i>N</i>-chlorosuccinimide),\nwater, and TBAF in acetonitrile. Water and TBAF act as the source\nfor SO bond formation and fluoride, respectively. The reaction\ntakes a very short time (within 5 min). The drug molecules, such as\nCarbamazepine and Levetiracetam attached sulfonimidoyl fluorides are\nalso achieved following this protocol. Furthermore, sulfonimidoyl\nfluoride is transformed into sulfonimidamide in the presence of AlCl<sub>3</sub>. To the best of our knowledge, it is the first report detailing\nthe synthesis of sulfonimidoyl fluoride-[S(VI)] directly from S(II)-sulfenamide.