Transformation of Alcohols into Nitriles under Electrocatalytic Oxidation Conditions

Recent advancements in the use of Bobbitt's salt and 4-acetamidoTEMPO

“…Aliphatic alcohols can be oxidized to the nitrile as the primary products using a 2/ potassium iodide/pyridine catalytic system (Scheme 44, II). 109 Selectivity was an issue with this system as some of the corresponding aldehyde was obtained as well. The conditions did not work for aryl alcohols, which did not oxidize beyond the aldehyde.…”

“…Electrochemical oxidation of primary aliphatic alcohols. 108,109 Scheme 42 I. Synthesis of ACT functionalized polyethylene. II.…”

Recent Advances in Electrochemical Synthesis of Nitriles: A Sustainable Approach

“…The electrochemical one‐pot oxidation of a few alcohols was carried out in mild conditions in the presence of a 4‐Acetamido‐TEMPO‐iodine‐pyridine catalytic system in a bi‐phasic aqueous organic medium of methylene chloride‐aqueous sodium hydrocarbonate with platinum electrodes and hydroxylamine hydrochloride as a nitrogen source (Scheme 2). [103] The conventional routes to nitrile using alcohols include various methods like one‐pot synthesis involving transformation into the corresponding trifluoroacetate followed by a nucleophilic substitution reaction with sodium cyanide, [104] nickel‐catalyzed oxidation with tetrabutylammonium peroxydisulfate, [7] one‐pot syntheses with NH 3 catalyzed by a supported ruthenium hydroxide, [105] and aerobic double dehydrogenative catalysis [24] . These methods consist of drawbacks since they utilize heavy metal catalysts and organic solvents.…”