Metal-Free Electrocatalytic Synthesis of Fused Azabicycles from N-Allyl Enamine Carboxylates

An electrocatalytic approach to access structurally significant azabicyclic scaffolds from N-allyl enamine carboxylates is illustrated. This metal-free method functions exclusively with a catalytic amount of iodide, strategically employed to electrochemically generate a reactive hypervalent iodine species, which facilitates the cascade bicyclization processes with enhanced precision and efficiency. Excellent functional group compatibility was observed, enabling the synthesis of a series of azabicycle derivatives. Detailed mechanistic and electrochemical studies enhance the comprehension of the reaction sequence.