Greener route for microwave enhanced syntheses of bioactive 1,5‐benzodiazepines using heterogeneous calcium ferrite/graphene oxide nanocomposite as a novel and sustainable catalyst

Abstract

In the present paper, a novel and benign protocol for microwave enhanced one pot syntheses of 2,3‐dihydro‐1,5 benzodiazepine derivatives from substituted acetophenones, aryl‐aldehydes and o‐phenylene diamine using heterogeneous calcium ferrite/graphene oxide (CF/GO) nanocomposite has been reported. The catalyst was prepared by ultrasonication method and characterized by spectral and analytical techniques. The CF/GO nanocomposite was employed for environmentally benign synthesis of 2,3‐dihydro‐1,5 benzodiazepines. The synthesized benzodiazepine derivatives were screened for their antimicrobial activities against various bacteria and fungi. The present synthetic strategy offered several advantages such as excellent yields in short span of time, simple modus operandi, ease of isolation and purification of products, simple recovery and reusability of the catalyst. A tentative mechanism for synthesis of 2,3‐dihydro‐1,5 benzodiazepine using CF/GO nanocatalyst has also been proposed.

Syntheses of novel 1,5‐benzodiazepinederivatives: Crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, molecular docking studies,DFTcalculations, corrosion inhibition anticipation, and antibacterial activities

“…[1][2][3][4] It is noted that two-thirds of the organic compounds, known in the literature, are heterocycles: containing at least one heteroatom (most often nitrogen, oxygen, or sulfur). [5][6][7][8][9][10][11] In particular, 1,5-benzodiazepines are well known for their various therapeutic properties including anticonvulsant, anti-inflammatory, analgesic, hypnotic, sedative, and hypnotic activities. [12][13][14][15][16][17] They are also used to relieve pain of skeletal muscle joints and the spasticity resulting from cerebral palsy and paraplegia, athetosis, and stiffman syndrome.…”

Chalcone derived benzoheterodiazepines for medicinal applications: A Two‐pot and one‐pot synthetic approach

“…Another one-pot methodology is based upon condensation and cyclization to form benzodiazepine from aldehyde and ketones as starting materials. This method has been reported by Gupta et al, 2020 under microwave for the synthesis of benzodiazepine derivatives (67) in the presence of the heterogeneous calcium ferrite/graphene oxide (CF/GO) nanocomposite from the reaction of o-phenylene diamine, acetophenones, and aryl-aldehydes (Scheme 18) [182].…”

Recent advancements in organic synthesis catalyzed by graphene oxide metal composites as heterogeneous nanocatalysts

“…Gupta et al [ 203 ] synthesized 1,5‐benzodiazepines via one‐pot three‐component reaction of acetophenone, aromatic aldehyde, and benzene‐1,2‐diamine in the presence of calcium ferrite/GO nanocomposite (CF/GO) with ethanol‐water as a solvent system under microwave irradiation at 100°C and 450 W for 8–10 min. Additionally, the catalyst could be easily recovered up to five times with a small change in the catalytic activity (Scheme 38).…”