Nouvelle procédure de préparation, évaluation de l’activité biologique de molécules de type Betti et nouvelle réaction à quatre composants de la synthèse des dérivés 2,3- dihydrothiophènes.

Abstract

This manuscript includes two main parts: In the first part, we have reported successfully the use of phenylboronic acid for the Betticyclocondensation reaction. This catalyst has been shown to be very effective to reach the corresponding α-amidoalkyl-β-naphthols and naphtho-1,3-oxazin-3-(2H)-one derivatives with very good yields. Moreover, various substituted derivatives were evaluated in vitro for their cholinesterase and α-glucosidase inhibitory activities. The obtained results revealed that some of the synthesized compounds are highly active towards both AChE/BChE and α-Glucosidase with IC50 values lower than those of the standards galanthamine and acarbose used as reference drugs. In the second part, with the aim of developing new synthetic methodologies that are more efficient, cleaner, more selective and allowing the rapid production of polyfunctionalized heterocyclic compounds, we have disclosed, for the first time, a method for the synthesis of fused 2,3-dihydrothiophenes with ethyl carbamate moieties via new domino ring opening/recyclization reaction of 1,3 thiazolidinedione.