Refernces
10.1016/S0040-4039(01)01178-9
The research focuses on the synthesis of 5-(ω-sulfhydrylalkyl)salicylaldehydes, which are precursors for the preparation of alkanethiol-modified metal salens. These compounds are of interest for their potential use in modifying the surfaces of gold electrodes. The experiments involved multistep syntheses to obtain two specific alkanethiol-modified salicylaldehydes: 5-(2-sulfhydrylethyl)salicylaldehyde and 5-(6-sulfhydrylhexyl)salicylaldehyde. Key reactants included 4-methoxyphenethyl alcohol, hydriodic acid, Grignard reagent, paraformaldehyde, triethylamine, and thiourea, among others. The synthesis procedures involved refluxing, formation of Grignard reagents, column chromatography for purification, and treatment with base. The synthesized compounds were characterized using gas chromatography-mass spectrometry (GC–MS) and nuclear magnetic resonance (NMR) spectrometry to confirm their structures and purity.
10.1021/jm8012882
The study focuses on the synthesis, biological, and physicochemical properties of novel isothiourea derivatives, specifically 3-allyl-1,1-dibenzyl-2-ethyl-isothiourea salts (1: hydrochloride, 2: hydrobromide, and 3: hydroiodide), which were developed as potential neuroprotectors and cognition enhancers. These compounds were evaluated for their ability to inhibit glutamate-stimulated calcium ion uptake in rat brain synaptosomes, interact with NMDA receptors, and their effects on AMPA receptor transmembrane currents induced by kainic acid and glutamate in Purkinje neurons. The study also included the growth of single crystals and X-ray diffraction experiments to determine the crystal structures of these salts, analysis of their solubility and partitioning properties in water and n-octanol, and assessment of their chemical stability in pH 7.4 phosphate buffer at 25 °C. The main purpose of these chemicals was to investigate their potential as therapeutic agents for neurological disorders by targeting ionotropic glutamate receptors, which play crucial roles in neuronal signaling, memory consolidation, and synaptic plasticity.
10.1016/j.tetasy.2009.10.005
The research aims to develop a convenient and high-yield method for synthesizing sterically hindered C2 chiral 2,2,5,5-tetraphenyltetrahydrofuran-3,4-diols ((3R,4R)- and (3S,4S)-TTFOLs) through intramolecular selective 1,4-cyclocondensation of (2R,3R)- and (2S,3S)-1,1,4,4-tetraphenylbutanetetraols (TBTOLs) in concentrated hydrohalic acids. The study investigates the reaction behavior of TBTOLs in different hydrohalic acids, revealing that heterogeneous reactions in concentrated hydrochloric or hydrobromic acid yield nearly quantitative amounts of TTFOLs, while homogeneous reactions in hydriodic acid produce a different compound, 5,5-diphenyl-2-diphenylmethyl-4-hydroxy-1,3-dioxolane (DDHDA). The research concludes that TTFOLs are promising chiral auxiliary agents for asymmetric synthesis, as demonstrated by their enhanced chiral induction activity in the (S)-proline-catalyzed asymmetric direct aldol reaction compared to enantiopure (R)- and (S)-1,10-bi-2-naphthols.
10.1016/S0040-4039(00)94524-6
The research investigated the photoreactions of certain triarylfurobenzodioxin derivatives, focusing on how the type and position of substituents on the 9a-aryl group, as well as the wavelength of light used, affect the reaction outcomes. The study synthesized these derivatives by reacting 1,2,4-triarylbuten-1,4-diones with concentrated hydroiodic acid to form phenylated furans, which were then reacted with tetrachloro-1,2-benzoquinone to produce the desired dihydrobenzodioxins. The researchers found that the presence of electron-withdrawing groups at the para-position of the 9a-aryl group altered the reaction pathway, leading to a competition between the cis-stilbene cyclisation-elimination process and a retro-Diels-Alder reaction.