123958-76-9

Upstream product

• 104-94-9 4-methoxy-aniline 
• 105-45-3 acetoacetic acid methyl ester 
• 1571-08-0 methyl 4-formylbenzoate 
• 66-99-9 β-naphthaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 1320232-42-5 C₂₁H₂₁NO₃ 
• 1427393-70-1 methyl 1-(4-methoxyphenyl)-2-methyl-4-phenyl-1H-pyrrole-3-carboxylate 
• 58596-37-5 6-methoxy-2-methylquinolin-4(1H)-one 

Relevant academic research and scientific papers

Pot, atom, and step economic (PASE) synthesis of highly substituted piperidines: A five-component condensation

The diastereoselective pot, atom, and step economic (PASE) synthesis of highly functionalized piperidines is reported. The procedure simply involves mixing methyl acetoacetate, two equivalents of aldehyde and two equivalents of aniline together in the presence of indium(III) chloride. In most cases the piperidine precipitates out of solution. Georg Thieme Verlag Stuttgart.

Multicomponent reaction for the synthesis of highly functionalized piperidine scaffolds catalyzed by TMSI

An efficient method for the synthesis of highly functionalized piperidines via one-pot domino reaction of β-ketoesters, aromatic aldehydes, and aromatic amines was reported. This multicomponent coupling was catalyzed by TMSI in methanol at room temperature, giving desired substituted pyridines in moderate to good yields.

Synthesis of 3 H -Pyrrolo[2,3- c ]quinoline by Sequential i 2 -Promoted Cyclization/Staudinger/Aza-Wittig/Dehydroaromatization Reaction

A facile synthetic approach to access of 3 H -pyrrolo[2,3- c ]quinoline derivatives has been achieved by a sequential I 2 -promoted cyclization/Staudinger/aza-Wittig/dehydroaromatization reaction. The targeted products were received in moderate

Quinolones modulate ghrelin receptor signaling: Potential for a novel small molecule scaffold in the treatment of cachexia

Cachexia is a metabolic wasting disorder characterized by progressive weight loss, muscle atrophy, fatigue, weakness, and appetite loss. Cachexia is associated with almost all major chronic illnesses including cancer, heart failure, obstructive pulmonary disease, and kidney disease and significantly impedes treatment outcome and therapy tolerance, reducing physical function and increasing mortality. Current cachexia treatments are limited and new pharmacological strategies are needed. Agonists for the growth hormone secretagogue (GHS-R1a), or ghrelin receptor, prospectively regulate the central regulation of appetite and growth hormone secretion, and therefore have tremendous potential as cachexia therapeutics. Non-peptide GHS-R1a agonists are of particular interest, especially given the high gastrointestinal degradation of peptide-based structures, including that of the endogenous ligand, ghrelin, which has a half-life of only 30 min. However, few compounds have been reported in the literature as non-peptide GHS-R1a agonists. In this paper, we investigate the in vitro potential of quinolone compounds to modulate the GHS-R1a in both transfected human cells and mouse hypothalamic cells. These chemically synthesized compounds demonstrate a promising potential as GHS-R1a agonists, shown by an increased intracellular calcium influx. Further studies are now warranted to substantiate and exploit the potential of these novel quinolone-based compounds as orexigenic therapeutics in conditions of cachexia and other metabolic and eating disorders.

TBAI or KI-Promoted Oxidative Coupling of Enamines and N-Tosylhydrazine: An Unconventional Method toward 1,5- and 1,4,5-Substituted 1,2,3-Triazoles

A novel method for the synthesis of 1,5- and 1,4,5-substituted 1,2,3-triazoles has been reported. This approach is promoted by iodine-TBHP oxidation system using enamines and N-tosylhydrazine as materials, which avoid the dependence of traditional methods on azides and transition metals. Through this approach, various 1,5- and 1,4,5-substituted 1,2,3-triazoles were delivered in moderate to high yields. The mechanistic study indicated that an amino exchange would be involved in the reaction process. Moreover, the product methyl 1-(2-methoxyphenyl)-4-methyl-1H-1,2,3-triazole-5-carboxylate is a useful precursor to anti-influenza A agent, and further application research was conducted. (Figure presented.).

Bimetallic Ag-Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds

Bimetallic nanoparticles, particularly those based on copper, have recently attracted a great deal of attention for the development of low cost and highly active catalysts due to the synergistic interaction between individual metal components. In this work, bimetallic Ag-Cu alloy nanoparticles were explored as a highly active and reusable catalyst for the enamination of 1,3-dicarbonyls using diverse amines. The nanocatalysts were intensively characterized by ultraviolet-visible (UV-Vis) spectroscopy, X-ray diffraction (XRD), high-resolution transmission electron microscopy-energy-dispersive spectroscopy (HRTEM-EDS) and valence band and core level X-ray photoelectron spectroscopy (XPS) to study the effect of the bimetallic structure and composition. In comparison to monometallic Ag and Cu nanoparticles, the alloyed Ag-Cu nanoparticles showed a high catalytic performance and the resultant catalytic activity was dependant on the Ag to Cu ratio. This enhanced catalytic activity should be related to the electronic interaction between Ag and Cu nanoparticles formed due to the intimate contact between them. Our study may serve as a foundation for designing efficient alloyed nanocatalysts for fine chemical synthesis via enamination reactions.

Cyanuric chloride catalysed rapid conversion of β-ketoesters into β-enaminoesters under mild and solvent-free conditions

Cyanuric chloride is shown to be an extremely efficient catalyst for the synthesis of β-enaminoesters from β-ketoesters under solvent-free conditions by grinding in a mortar with pestle at 25 °C. A short reaction time, an inexpensive and easily available catalyst, mild reaction conditions and excellent yields of the products are attractive features of this methodology.

Mild and efficient method for synthesis of eaminones using ytterbium triflate as catalyst

A mild and efficient procedure for synthesis of-enaminones by the condensation of-dicarbonyl compounds and amines using ytterbium triflate [Yb(OTf)3] as catalyst is described. The catalyst can be easily recovered and reused without loss of activity. Taylor & Francis Group, LLC.