Direct and Stereospecific Synthesis of N ‐H and N ‐Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine‐ O ‐Sulfonic Acids

Source abstract

Abstract A Rh II ‐catalyzed direct and stereospecific N ‐H‐ and N ‐alkyl aziridination of olefins is reported that uses hydroxylamine‐ O ‐sulfonic acids as inexpensive, readily available, and nitro group‐free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted into the corresponding N ‐H or N ‐alkyl aziridines in good to excellent yields. This operationally simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.