Synthesis of novel UiO-66-SO3H: Application in the synthesis of N-heterocycle compounds via vinylogous anomeric based oxidation

Nowadays, one-pot multicomponent coupling reactions (MCRs) have been proven to be a very elegant and rapid way to access complex structures in a single synthetic operation from simple building blocks. They also address fundamental principles of synthetic efficiency and reaction design, and show atom-economy and selectivity [1]. In this context, Hantzsch reaction for the synthesis of dihydropyridines (DHPs) shows interesting features of MCRs . More than a century ago, the first 1,4-DHPs were reported by Hantzsch [2]. After that a number of modified methods under improved conditions have been reported [3]. Hantzsch 1,4-dihydropyridine derivatives are often regarded as the models of the natural reduced nicotinamide-adenine dinucleotide (NADH) coenzyme which functions as redox reagent in the biological metabolism [4]. We have synthesized new UiO-66 containing sulfonic acid tags as catalyst for the regioselective synthesis of highly substituted 2-pyridones. A multicomponent reaction involving ethylcyanoacetate, aromatic or heteroaromatic aldehydes and amines to afford the hexasubstituted 2-pyridones in the presence of described catalyst (Scheme 1).

Keywords:

N-heterocycle derivatives , Metal organic frameworks (MOFs) , UiO-66-SO3H.