A new synthesis of N-substituted о-trifluoroacetylanilines

A method for the synthesis of N-substituted о-trifluoroacetylanilines by the reaction of N-substituted isatoic anhydrides with (trifluoromethyl)trimethylsilane (Ruppert–Prakash reagent) has been developed. This method provides easy access to both N-alkyl-о-trifluoroacetylanilines and N-aryl-о-trifluoroacetylanilines in high yields. Cyclisation of N-aryl-о-trifluoroacetylanilines in trifluoroacetic acid gives 9-trifluoromethylacridines.

Reaction of N-substituted isatoic anhydrides with CF3SiMe3 leads to N-substituted о-trifluoroacetylanilinesFigure optionsDownload as PowerPoint slideHighlights
► Synthesis of N-substituted о-trifluoroacetylanilines from N-substituted isatoic anhydrides.
► Synthesis of 9-trifluoromethylacridines by cyclisation of N-aryl-о-trifluoroacetylanilines.
► Suzuki coupling in N-alkyl-o-trifluoroacetylbromoanilines.