Paired Electrolysis for Decarboxylative Cyanation: 4-CN-Pyridine, a Versatile Nitrile Source
G. Sathish Kumar, Prashant S. Shinde, Haifeng Chen, Krishnamoorthy Muralirajan, Rajesh Kancherla, Magnus Rueping
Abstract
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.
Topics & Concepts
CyanationChemistryNitrileAnilineReagentPyridineIndole testCombinatorial chemistryCatalysisElectrolysisOrganic chemistryElectrochemistryNucleophileMedicinal chemistryElectrodePhysical chemistryElectrolyteRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques