Electro-Oxidation of Enamines Using Iodide Ion as a Mediator
A series of pyrrolidinoenamines of an alicyclic ketone (1) was subjected to the indirect electrooxidation in NaCN-MeOH using iodide ion as a mediator. It was found that the electrolysis products were dependent on the ring size of the ketone component. For example, the cyclohexanone and cycloheptanone enamines exclusively provided a ring fused cyclopropane aminonitrile (2),whereas the cyclooctanone enamine yielded only the corresponding β-cyanoenamine (4).
KeywordsTrans Isomer Ring Size Pyrrolidine Ring Sodium Cyanide Electrolysis Product
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