Electrochemical Cp ₂ Fe-Catalyzed Diazidation of Alkenes

A safe, effective, and eco-friendly electrochemical method for diazidating alkenes with TMSN3 was created, which can be carried out smoothly with Cp₂Fe as the catalyst, affording a series of vicinal diazide products with excellent substrate scope compatibility. The late-stage functionalization of biologically active compounds, half-gram-scale experiments, and synthetic transformations additionally highlight the synthetic potential of this protocol. Moreover, mechanism studies show that Cp₂Fe was oxidized by the anode and then promoted the single electron transfer of N₃^- to release the azidyl radical (N₃^●).