Design, Synthesis, Molecular docking, and Antibacterial Study of Aminomethyl Triazolo Substituted Analogues of Benzimidazolo [1,4]-benzodiazepine

Sternbach-Reeder rearrangement of 2-chloromethyl substituted derivatives of benzimidazolo annulated analog of quinazoline 4(a-e) with propargyl amine (5) proceeded through a one-pot domino reaction leading to a concomitant opening of quinazoline ring followed by its intramolecular ring expansion to produce the corresponding 2-propargyl amino substituted derivatives of benzimidazolo [1,2]-benzodiazepine 6(a-e), which underwent a facile domino click copper-catalyzed cyclo-condensation reaction with NaN3 to form the 2-aminomethyl triazole substituted analogs of benzimidazolo [1,2]-benzodiazepine 7(a-e). Molecular docking and antibacterial properties of the synthesized compounds have also been reported.