Iodonitrene-Mediated Nitrogen Transfer to Alkenes for the Direct Synthesis of NH-Aziridines

This work presents a novel and efficient method for the direct synthesis of NH-aziridines from a broad range of alkenes un-der mild conditions. Traditional approaches often rely on specialized nitrogen-transfer reagents, harsh or environmentally hazardous conditions, or require multiple steps for N-deprotection. In contrast, this method uses aqueous ammonia and (di-acetoxyiodo)benzene (PIDA) at 0 °C, offering a straightforward and environmentally friendly alternative. Notably, this ap-proach addresses the common challenge of chemoselectivity, effectively preventing the over-oxidation of aziridines to ni-triles. Mechanistic studies support the involvement of an in situ generated iodonitrene as the key nitrogen-transfer interme-diate. Overall, this method represents a significant advancement in aziridine synthesis, combining simplicity, selectivity, and sustainability.