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

A RhII‐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. A RhII‐catalyzed direct and stereospecific N‐H‐ and N‐alkyl aziridination of unactivated olefins is presented that uses hydroxylamine‐O‐sulfonic acids as inexpensive, readily available, and nitro‐group‐free aminating reagents. This simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.