One-pot oxidative Ugi-type three-component reaction of aromatic hydrocarbons of petroleum naphtha: comparing catalytic effect of cellulose- and wool–SO3H supported with manganese dioxide nanostructures

Abstract

A novel domino oxidative Ugi-type three-component reaction of aromatic hydrocarbons (OU-3CR) has been investigated with aromatic hydrocarbons of petroleum naphtha using two biopolymer supported MnO₂ nanostructured catalysts, MnO₂@cellulose–SO₃H and MnO₂@wool–SO₃H, for the synthesis of α-amino amides, 3,4-dihydroquinoxalin-2-amine, 4H-benzo[b][1,4]thiazin-2-amine, and cyanophenylamino-acetamide derivatives. Nano-MnO₂@cellulose–SO₃H and nano-MnO₂@wool–SO₃H were used as biodegradable oxidation and solid acid catalysts. The best results for oxidation and condensation processes are obtained with MnO₂@cellulose–SO₃H and MnO₂@wool–SO₃H, respectively. To the best of our knowledge this approach can be considered as the first example of OU-3CR of alkyl arenes with a nano-MnO₂ catalyst which would be very useful from a practical point of view.