Modular trifluoromethylselenolation and fluoroalkylselenolation via Ag(I)-mediated selenium nitrogen exchange reaction of benzothiaselenazole-1-oxides

By virtue of benzothiaselenazole-1-oxides as versatile building blocks and masked sulfoximines, we present a novel and practical trifluoromethylselenolation/fluoroalkylselenolation strategy via Ag(I)-mediated selenium nitrogen exchange (SeNEx) reaction with readily available nucleophilic fluoroalkylation reagent. This protocol provides a novel bonding mode for constructing the fluoroalkylseleno (SeR f ) moiety. Besides, it also features mild conditions and good compatibility, enabling the rapid incorporation of SeR f into the intriguing sulfoximine pharmacophore. Further divergent conversion of trifluoromethylseleno (SeCF 3 )-containing sulfoximines strengthens the synthetic utility of the developed transformation. By virtue of benzothiaselenazole-1-oxides as versatile building blocks and masked sulfoximines, a novel and practical trifluoromethylselenolation/fluoroalkylselenolation strategy via Ag(I)-mediated selenium nitrogen exchange reaction has been developed for the rapid incorporation of SeR f into the intriguing sulfoximine pharmacophore.