Scale-up of Sodium Persulfate Mediated, Nitroxide Catalyzed Oxidative Functionalization Reactions.

Background: Oxidation is a valuable tool in preparative organic chemistry. Oxoammonium salts and nitroxides have proven valuable as reagents and catalysts in this endeavor.

Objective: The objective of this study is to scale up the oxidative amidation, ester formation, and nitrile formation using nitroxide as an organocatalyst.

Solvent- and additive-free oxidative amidation of aldehydes using a recyclable oxoammonium salt.

A range of acyl azoles have been prepared from aromatic, heteroaromatic, and aliphatic aldehydes by means of an oxidative amidation reaction. The methodology employs a substoichiometric quantity of an oxoammonium salt as the oxidant. It avoids the need for additives such as a base, is run solvent-free, and the oxoammonium salt is recyclable.