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Keywords:

  • 2-azetines;
  • carbenes;
  • copper catalysts;
  • cycloaddition;
  • diazo compounds;
  • iminoiodinanes
Thumbnail image of graphical abstract

The copper(I)-catalyzed reaction of alkenyldiazoacetates and iminoiodinanes affords functionalized azetine derivatives. This process is consistent with the formation of an aziridinyldiazoacetate intermediate, which gives rise to the four-membered heterocycles by metal-catalyzed ring expansion. The resulting azetine structure is a direct precursor of azeditine-2-carboxylic acid derivatives (EWG=electron-withdrawing group).