Nucleophilic ring-opening reaction of benzoxazinones—access to o-amino-2,2,2-trifluoroacetophenones

Organofluorine compounds are of high interest in modern drug discovery and material sciences. We herein report a new synthetic access to o-amino-2,2,2-trifluoroacetophenones starting from commercially available o-amino benzoic acids, which can easily be converted into the corresponding benzoxazinones. In a second step the trifluoromethylated ketone is formed via addition of Ruppert’s reagent following acidic work up.