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.