Synthesis, spectroscopic characterization, X-ray structure, and in vivo neurotropic activity of new 1,5-benzodiazepin-2-ones

Atom‐economical Approaches to 1,5‐Benzodiazepines Containing Indole Ring via Fe3O4@SiO2‐PTSA‐catalyzed Multi‐component Domino Reactions

“…Most of the substrates provided the corresponding products in moderate to good yields. Various 1,2phenylenediamine compounds possessing electron withdrawing or donating groups were smoothly transformed to the 1,5dihydrospiro[benzo[b] [1,4]diazepine-2,3'-indole] compounds in yields ranging from 79 % to 90 % (7 aa-7 eb). However, 1,2phenylenediamine containing electron-donating groups showed higher reactivity compared to ones containing electron-withdrawing groups.…”

“…Many biologically active compounds, both natural and synthetic in origin, incorporate aza heterocycles as substructural units. [1] Therefore, the synthesis of nitrogen heterocycles has attracted widespread attention. [2] 1,5-benzodiazepines as an important class of seven-membered nitrogen heterocyclic compounds have been used in the treatment of several diseases, such as cancer, [3] viral infections [4] and cardiovascular disorders.…”

“…[18] Recently, our group [19] has developed some tandem methods for the synthesis of functionalized 1,5-benzodiazepines via multi-component domino reactions. In order to remedy the above-mentioned limitations, and as a continuation of our efforts to find new 1,5benzodiazepine medicines that may be valuable in designing novel, effective and potential efficacy, herein, four novel multicomponent domino reactions (Scheme 1B) catalyzed by value magnetic nanoparticles Fe 3 O 4 @SiO 2 -PTSA were reported to synthesize 25 1,5-dihydrospiro[benzo[b] [1,4]diazepine-2,3'indole] compounds in good to excellent yields. In a one-pot operation process, two new nitrogen heterocycle (indole and diazepine) rings and four new chemical bonds (one CÀ C, two CÀ N and one C=C) were constructed by series of domino reactions.…”

“…Scope and reaction mechanism of aromatic ketones for one-pot synthesis of 1,5-dihydrospiro[benzo[b][1,4]diazepine-2,3'-indole] compounds 7. [a] …”

Crystal structure of 5-chloro-N 1-(5-phenyl-1H-pyrazol-3-yl)benzene-1,2-diamine

“…The synthesis and reactions of benzodiazepin-2-ones and thiones have been studied in detail by our group (Gaponov et al, 2016;Okovytyy et al, 2009). The mechanism of ethanolassisted hydrazinolysis of 1,3-dihydro-2H-benzo [b][1,4]diazepine-2-thiones ( Fig.…”