72012-83-0

Upstream product

• 31771-33-2 2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine 
• 5220-49-5 3-amino-cyclohex-2-enone 
• 504-02-9 1,3-cylohexanedione 
• 100-52-7 benzaldehyde 

Downstream Products

• 260-94-6 acridine 

Relevant academic research and scientific papers

Oxidative Fragmentation of Hydroxy Octadecadienoates Generates Biologically Active γ-Hydroxyalkenals

Oxidative fragmentation of polyunsaturated fatty acids (PUFAs) in vivo generates cytotoxic aldehydes. Among these, 4-hydroxynon-2-enal and analogous γ-hydroxyalkenal phosphatidylcholines (PCs) have attracted attention because these oxidatively truncated lipids are biologically active and have been implicated in diseases. A previous study showed that hydroxydienes, generated by allylic oxygenation of linoleic acid, are unreactive toward oxidative fragmentation. We now show that, in the presence of hydroperoxides, hydroxydienes fragment as readily as the corresponding hydroperoxydienes, generating γ-hydroxyalkenals. In a physiomimetic model study, myeloperoxidase-promoted free radical-induced fragmentation of either hydroperoxy- or hydroxyoctecadienoate esters of 2-lyso-PC in small unilamellar vesicles produced the 9-hydroxy-12-oxododec-10-enoic acid (HODA) ester HODA-PC. Therefore, hydroxydienes, that are generally more abundant in vivo than hydroperoxydienes, are plausible intermediates in the production of oxidatively truncated lipids in vivo where a constant flux of radicals and hydroperoxides is present. Our findings also show that the formation of dioxetane intermediates through peroxyradical cyclization is not required to achieve oxidative fragmentation of PUFAs.

Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method

Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions. The advantages of this step-wise addition of reactants in comparison with other one-pot reactions are avoiding the formation of 2 or 3 undesired by-products, therefore allowing cleaner work up of reaction. The important factor of this effective cyclocondensation method is that the prepared β-enaminone component was added dropwise to the solution, in which the Knoevenagel condensation product is slowly being formed by reaction of aldehyde molecule and 1,3-dicarbonyl compounds. The results of the proposed step-wise method are compared and discussed with those obtained in the one-pot reactions.

Efficient iron catalyzed ligand-free access to acridines and acridinium ions

Acridines and acridinium ions are one of the important classes of compounds in terms of their usefulness in pharmaceuticals, materials, dyes and photo-catalysis. Here we present an unconventional FeCl3-alcohol catalysed one-pot method for their

Multicomponent and 1,3-dipolar cycloaddition synthesis of triazole- and isoxazole-acridinedione/xanthenedione heterocyclic hybrids: Cytotoxic effects on human cancer cells

A new series of diverse 1,2,3-triazole-acridinedione/xanthenedione and 1,2-isoxazole-acridinedione/xanthenedione heterocyclic hybrids have been synthesized via 1,3-dipolar coupling reaction of N/O-substituted-acridinedione-alkyne or O-substituted-xanthene

Betainium-based ionic liquids catalyzed multicomponent Hantzsch reactions for the efficient synthesis of acridinediones

In this study, a series of betainium-based ionic liquids with various anions have been synthesized and their catalytic performances for the Hantzsch reactions have been investigated. It is shown that these ionic liquids have high selectivity for the one-p

Fe3O4@SiO2-MoO3H nanoparticles: A magnetically recyclable nanocatalyst system for the synthesis of 1,8-dioxo-decahydroacridine derivatives

Molybdic acid-functionalized silica-coated nano-Fe3O4 particles (Fe3O4@SiO2-MoO3H) have been prepared as a novel heterogeneous acid catalyst using a facile process. The material was subsequ

Hollow Fe3O4@DA-SO3H: an efficient and reusable heterogeneous nano-magnetic acid catalyst for synthesis of dihydropyridine and dioxodecahydroacridine derivatives

Abstract: In this work, for the first time, a highly stable and efficient super-paramagnetic catalyst, H-Fe3O4@DA-SO3H, involving hollow morphology of Fe3O4 as core and dopamine as shell was prepared

Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: A new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions

Nano-zirconia-supported sulfonic acid [nano-ZrO2-SO3H (n-ZrSA)] is synthesized by immobilizing sulfonic acid groups on the surface of nano zirconium dioxide to produce a novel heterogeneous reusable solid acid nanocatalyst. This new nanocatalyst is characterized by FT-IR spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), the Hammett acidity function and pH analysis. The introduced nano-zirconia-supported sulfonic acid is used as an efficient and recyclable catalyst for different heterocyclic multicomponent reactions such as the synthesis of hexahydroquinoline, 1,8-dioxo-decahydroacridine, polyhydroquinoline and 1,8-dioxo-octahydroxanthene derivatives. Optimization of the reaction conditions was studied using a central composite design (CCD) which is one of the most widely used response surface methodologies. The newly prepared heterogeneous solid acid nanocatalyst is easily separated and reusable for five cycles without any apparent loss of its catalytic activity, which confirmed the stability of the covalent bonding of the sulfonic acid groups. n-ZrSA has advantages such as its low cost, low toxicity, ease of preparation, good stability, high reusability and operational simplicity.

TiO2-coated magnetite nanoparticle-supported sulfonic acid as a new, efficient, magnetically separable and reusable heterogeneous solid acid catalyst for multicomponent reactions

TiO2-coated magnetite nanoparticle-supported sulfonic acid (nano-Fe3O4-TiO2-SO3H (n-FTSA)) is synthesized by immobilizing -SO3H groups on the surface of nano-Fe3O4-TiO2. This catalyst can be isolated readily after completion of the reaction by an external magnetite field. The obtained results demonstrate the use of coated magnetite nanoparticles as an excellent new support for the facile recovery of sulfonic acid catalysts. The newly synthesized heterogeneous solid acid is characterized by X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX), field emission scanning electron microscopy (FE-SEM), a vibrating sample magnetometer (VSM), FT-IR spectroscopy, thermal gravimetric analysis (TGA), Hammett acidity function and pH analysis. Significantly, the as-prepared n-FTSA exhibits a high catalytic activity for the synthesis of heterocyclic compounds such as 1,8-dioxo-decahydroacridine, 1,8-dioxo-octahydroxantene, hexahydroquinoline and polyhydroquinoline derivatives in multicomponent reactions. The magnetically separated n-FTSA can be magnetically separated and reused for several times without significant loss of activity. This confirms that the sulfonic acid groups have high stability. TiO2-coated magnetite nanoparticle-supported sulfonic acid has advantages such as low cost and toxicity, ease of preparation, magnetic separation, high stability, reusability and operational simplicity. This journal is

Alkaline earth metal catalyzed, one-pot, multi-component approach for the synthesis of dihydropyridine, acridine and xanthene derivatives in water

Ca(II) catalyzed one-pot multicomponent approach for the biologically important diverse heterocyclic compounds such as hexahydroxanthene diones, dihydropyridines and octahydroacridine diones has been described in water. Use of environmentally benign catal