The intelligence way of economical synthesis strategies of an N-alkylcarbazole

Abstract The alkaloid carbazole is one of the relevant structural motifs in drug discovery. Indeed, carbazoles have been largely investigated for their various biological properties. In this article, in order to ensure the possibility of carrying out this reaction at the level of the synthesis laboratory and to have access to a new active biomolecule, we present the theoretical study of the synthesis strategies of an N-alkylcarbazole using the DFT method at B3LYP, with the basis set 6-31G (d, p). In fact, this research has enabled us to establish a simple, economical and efficient synthesis strategy for this nitrogenous heterocyclic with an excellent yield, by N-alkylation between carbazole and propargyl bromide under different experimental conditions. We have developed an environmentally friendly compound, mild condition protocol and convenient procedure for the preparation of this polycyclic aromatic compound. The structure of the synthesized compound was determined by spectroscopic methods: 1H-NMR, 13C-NMR and MS data. The theoretical results corroborate with experiences. The study of the substitution effect on the optical properties of reagents and products shows that N-alkylation has an influence on the optical properties.