Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1313923 | Journal of Fluorine Chemistry | 2012 | 9 Pages |
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.
Graphical abstractReaction of N-substituted isatoic anhydrides with CF3SiMe3 leads to N-substituted о-trifluoroacetylanilinesFigure optionsDownload full-size imageDownload 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.