The synthesis and spectra of new (<i>E</i>)‐(<i>trans</i>) and (<i>Z</i>)‐(<i>cis</i>)‐1‐alkyl‐2‐aryl (alkyl) ‐ 3 ‐aroylaziridines

Abstract

Abstract The synthetic scope of the reaction of primary amines with α,β‐dibromochalones to form aroylaziridines is explored and found to require at least one hydrogen on the α‐carbon of the amine. Fourteen new epimeric l‐alkyl‐2‐aryl(alkyl)‐3‐aroylaziridines are synthesized accordingly. Next, representative aroylaziridines are investigated by infra‐red spectroscopy in solvents of ambient polarity to assess the relative populations of the gauche and cisoid conformers present in the ( Z )‐( cis ) series.