Article ID Journal Published Year Pages File Type
1313923 Journal of Fluorine Chemistry 2012 9 Pages PDF
Abstract

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.

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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