Juzo Oyamada

Abstract Click to copy section linkSection link copied! A direct trifluorination reaction was discovered to synthesize 1,1-diaryl-1,2,2-trifluoroethanes from 1,1-diarylethenes. A very simple procedure using Selectfluor/pyr·9HF reagent under mild conditions afforded high yields of the trifluorides. For substrates bearing electron-donating methoxy or methyl groups at the para position, the yields were improved by selecting the appropriate amine·HF reagent.

The difluorination reaction of alkenes catalyzed by molecular iodine was revealed for the first time. This difluorination reaction affords a simple and practical experimental method and can be applied to many aliphatic and aromatic alkenes bearing synthetically useful functional groups, such as ester, amide, hydroxy, and aryl groups.