Preparation of nitriles from aldehydes using ammonium persulfate by means of a nitroxide-catalysed oxidative functionalisation reaction
Arturo León Sandoval, Fabrizio Politano, Mason L. Witko, Nicholas E. Leadbeater
Abstract
A methodology for the preparation of nitriles from aldehydes by means of an oxidative functionalisation reaction is reported. It employs ammonium persulfate as both the primary oxidant and the nitrogen source, and a catalytic amount of a nitroxide. It is applicable to a range of structurally diverse (hetero)aromatic aldehydes furnishing the nitrile products in 30-97% isolated yield. Given the ready accessibility of aldehydes and that ammonium persulfate is cheap and less toxic than many other reagents for generating nitriles, this methodology offers a simple and easy to use approach to this valuable class of compounds.
Topics & Concepts
Ammonium persulfateChemistryNitrilePersulfateYield (engineering)ReagentOrganic chemistryNitroxide mediated radical polymerizationCombinatorial chemistryAmmoniumAldehydeCatalysisCopolymerPolymerizationPolymerRadical polymerizationMaterials scienceMetallurgySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOxidative Organic Chemistry Reactions