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Aziridines are useful synthetic building blocks,
widely employed for the preparation of various nitrogen-containing derivatives.
As the current methods require the use of prefunctionalized amines, the
development of a synthetic strategy towards aziridines, that can establishe the
union of alkenes and amines, would be of great synthetic value. Herein, we report an electrochemical
approach, which realizes this concept via an oxidative coupling between alkenes
and primary alkyl amines. The reaction is carried out in an electrochemical
flow reactor, leading to short reaction times (5 min), high yields and broad
scope. At the cathode, hydrogen is generated, which can be used in a second
reactor to reduce the aziridine, yielding the corresponding hydroaminated
product. Mechanistic investigations and DFT calculations revealed that the
alkene is first anodically oxidized and subsequently reacted with the amine