Organophotocatalyzed Synthesis of Vinyl-SCF3 and Benzoyl-SCF3 Using a New Shelf-Stable PhPh-N-(SCF3)(CF3) Reagent.

We report the photocatalyzed C-SCF3 bond formation using a new shelf stable PhPh-N-(SCF3)(CF3) reagent I in combination with 4CzIPN as organophotocatalyst under blue LED irradiation. While the synthesis of vinyl-SCF3 is performed in the presence of bromide salts as an activator of reagent I, the synthesis of trifluoromethylthioesters was undertaken using aldehydes as starting material in the presence of a hydrogen atom transfer catalyst (HAT). Preliminary mechanistic investigations including EPR spectroscopy and cyclic voltammetry analysis shed the light on the reaction mechanisms.