Visible-Light-Induced Trifluoromethylation of Allylic Alcohols

An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally benign manner. In this reaction, the readily available CF3SO2Na was selected as the trifluoromethylation reagent. The in situ generated byproduct SO2 was reutilized to activate C-OH bond, which enabled this dehydroxylative trifluoromethylation to be performed conveniently. A variety of multifunctionalized CF3-allylic compounds were obtained in high yields and excellent stereoselectivity.

Automated summary

An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally friendly manner. The reaction utilized CF3SO2Na as the trifluoromethylation reagent and reutilized the byproduct SO2 to activate C-OH bond, allowing for convenient performance of the dehydroxylative trifluoromethylation and obtaining a variety of multifunctionalized CF3-allylic compounds in high yields and excellent stereoselectivity.