Organic Letters · 2022 · 23 citations · 57 references
Natural SciencesChemistryCatalysisElectrochemistryOrganic ChemistryAmino Acid ChemistryCatalytic MechanismsElectrochemical SynthesisAmino AcidsDecarboxylative CouplingElectrochemical DecarboxylationElectrochemical Reaction DesignElectrochemical Reaction MechanismsIndole ChemistryIndole DerivativesPaired Electrolysis
A decarboxylative cyanation of amino acids under paired electrochemical reaction conditions has been developed. 4-CN-pyridine was found to be a new and effective cyanation reagent under catalyst-free conditions. Mechanistic studies support a nucleophilic reaction pathway, and the cyanation protocol can be applied to diverse substrates including N,N-dialkyl aniline and indole derivatives.
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Shun‐Ichi Murahashi, Takahiro Nakae, Hiroyuki Terai et al. · Journal of the American Chemical Society · 2008 · 352 citations