Cycloaddition of N-substituted imines of trifluoropyruvate with diazomethane: Efficient synthesis of 2-(trifluoromethyl)aziridine-2-carboxylates

A convenient synthesis for 2-trifluorometylaziridine-2-carboxylates and respective acids, based on reaction of N-substituted trifluoropyruvate imines 1 with diazomethane, was developed.

Graphical abstractEfficient synthesis of 2-(trifluoromethyl)aziridine-2-carboxylates.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► An effective synthesis for 2-trifluorometylaziridine-2-carboxylates is developed. ► The method is based on reaction of trifluoropyruvate imines with diazomethane. ► Reaction of trifluoropyruvate imines with diazomethane leads to triazolines 3. ► Triazolines 3 upon heating or acid catalysis give respective aziridinecarboxylates 4.