COMPUTATIONAL STUDIES AND GREEN SYNTHESIS OF BENZIMIDAZOLES THROUGH SEQUENTIAL OXIDATIVE CYCLISATION OF ARYLDIAMINES IN SOLVENT-FREE CONDITIONS.

Pandey, Alka; Pandey, Jaya; Dubey, Ragini; Kant, Ravi

Benzimidazoles were synthesized under solvent-free conditions using Ionic Liquids (IL), specifically 1-Pentyl-3- methylimidazolium bromide ([pmim]Br), derived from aryl aldehydes and phenylenediamine. A comparative study of yields was conducted by reacting aryl aldehydes with both electron-donating and electron-withdrawing groups with substituted o-phenylenediamines, resulting in the formation of 2-phenylbenzimidazoles via cyclization. The yield of final products, optimum reaction conditions, plausible mechanism of the reaction, and the effect of substitutions at various positions of either of the reactants are presented in this paper. Computational studies have been done to explore the possibility of synthesized compounds for anticancer activity. Molecular docking studies were conducted to explore the inhibitory effects of steroidal derivatives against the estrogen receptor-derived Mutants [PDB ID: 2ITO]. The docking results of all compounds revealed significant inhibitory activity against the estrogen receptor 2ITO, with binding energy (ΔG) values for compounds 3a, 3b, 3c, 3d, 3e, 3f, and 3g against protein 2ITO recorded as -7.1 Kcal/mole, -7.3 Kcal/mole, -7.2 Kcal/mole, -7.8 Kcal/mole, -7.5 Kcal/mole, -7.6 Kcal/mole, and -7.6 Kcal/mole respectively.

AROMATIC aldehydes; HETEROCYCLIC compounds; CHEMICAL synthesis; ESTROGEN receptors; BINDING energy

Rasayan Journal of Chemistry, 2024, Vol 17, Issue 4, p1631

0974-1496

Academic Journal

10.31788/RJC.2024.1748932