Azepinoindoles. I. Hexahydroazepino[4,5-b]indoles

Abstract

A series of 1,2,3,4,5,6-hexahydroazepiiio[4,3-b] iiidoles has been prepared via the formic acid catalyzed cy-The pharmacologic activity of these com-clization of pheriylhydrazoiies of 1-beiizoylhexahydloazepiii-4-one. pounds on the mammalian central nervous q s t e m is disciissed.

Development of the Applications of Palladium on Charcoal in Organic Synthesis

“…In the past, 1,4‐benzodiazepines were primarily used in central nervous system therapies. They have now been extended to antibiotic, antimalarial, anti‐HIV, anticancer, antidepressant, antitumour, anti‐insectant, analgesic, and fibrinogenic receptor antagonist drugs . Therefore developing efficient methodologies for the synthesis of these diverse scaffolds has attracted much attention.…”

Diastereo‐ and Enantioselective Synthesis of Novel β‐Lactam‐Containing 1,4‐Benzodiazepines through a Ketene−Imine Cycloaddition Reaction

“…They were separated by recrystallization and flash chromatography, and their stereochemistry deduced by analysis of the 2D gNOESY spectra. The correlations observed in each compound between the methine protons of the oxazolidinone ring [2g: δ ϭ 4.94 (d, 3 [24] established that both substituents are cis.…”

“…The relative configuration of the methine proton of the β-lactam ring and the phenyl substituents of the oxazolidinone moiety is syn for the (1S, 10bS) stereoisomer and anti for the (1R, 10bR) derivative. Because only 2g showed NOE interactions between the singlet at δ ϭ 5.12 ppm and the doublets at δ ϭ 6.76 (d, 3 J H,H ϭ 6.6 Hz) and 6.81 (d, 3 J H,H ϭ 7.0 Hz) ppm (corresponding to the phenyl rings present in the chiral auxiliary), we propose the configurations (1S, 10bS) and (1R, 10bR) to 2g and 2h respectively.…”

“…Alprazolam and triazolam, which are both very potent anxiolytic and hypnotic agents, bear a triazole ring fused to the a bond of the benzodiazepine system. [3] The presence of an imidazole ring on the same a bond is believed to be responsible for the anesthetic properties of midazolam. [4] Another interesting set of examples is the pyrrolobenzodiazepines, in which the combination of these two ''privileged structures'' in a single compound is bound to confer interesting biological properties upon them.…”

Recent Trends in Iron‐Catalyzed Reactions towards the Synthesis of Nitrogen‐Containing Heterocycles

“…(a) Synthesis of diazepines : Diazepines are excellent synthons for the expeditious generation of heterocyclic moieties due to the existence of the electrophilic C=N site . Because of this structural feature diazepine‐based compounds have an immense range of pharmacological and biological applications …”