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Metal-Free Electrocatalytic Synthesis of Fused Azabicycles from <i>N</i>-Allyl Enamine Carboxylates

Mrinmay Baidya, Pintu Kumbhakar, Suman De Sarkar

2024Organic Letters14 citationsDOI

Abstract

-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.

Topics & Concepts

ChemistryEnamineHypervalent moleculeCombinatorial chemistryCatalysisElectrochemistryFunctional groupMetalIodineOrganic chemistryPolymerPhysical chemistryElectrodeRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods
Metal-Free Electrocatalytic Synthesis of Fused Azabicycles from <i>N</i>-Allyl Enamine Carboxylates | Litcius