Chemoselective synthesis of 2-nitroalkanols catalyzed by electro-generated base (EGBs) in the presence of acetonitrile and lithium perchlorate has been studied by cyclic voltammetry and controlled potential electrolysis techniques. Cathodic reduction of nitromethane at platinum cathode produces organic anion which acts as EGBs and undergoes condensation with carbonyl group of substituted aldehydic substrate to produce 2-nitroalkanols in 75–85 % yields. The controlled nucleophilicity of EGBs in organic solvent during electrochemical reaction makes it chemoselective which is a unique feature of this work.
Research on Chemical Intermediates – Springer Journals
Published: Jul 8, 2012
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