Deoxytrifluoromethylthiolation and Selenylation of Alcohols by Using Benzothiazolium Reagents

Aliphatic compounds substituted with medicinally important trifluoromethylthio (SCF 3 ) and trifluoromethylselenyl (SeCF 3 ) groups were synthesized directly from alcohols by using the new benzothiazolium salts BT‐SCF 3 and BT‐SeCF 3 . These bench‐stable fluorine‐containing reagents are facile to use and can be prepared in two steps from non‐fluorinated heteroaromatic starting materials. The metal‐free deoxytrifluoromethylthiolation process using BT‐SCF 3 proceeds under mild conditions and the similarly efficient trifluoromethylselenylation reactions using BT‐SeCF 3 are, to the best of our knowledge, the first reported examples of this transformation.