868273-24-9

Upstream product

• 126-81-8 dimedone 
• 587-04-2 m-Chlorobenzaldehyde 
• 7560-94-3 2,2'-((4-methoxyphenyl)methylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) 
• 63316-58-5 N'-(3-chlorobenzylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 33802-30-1 3,3,6,6-tetramethyl-9-(3-chlorophenyl)-1,8-dioxo-octahydroxanthene 
• 299945-97-4 ethyl 4-(3-chlorophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,5,7,8-hexahydroquinoline-3-carboxylate 

Relevant academic research and scientific papers

Preparation and study of the catalytic application in the synthesis of xanthenedione pharmaceuticals of a hybrid nano-system based on copper, zinc and iron nanoparticles

A novel efficiently mixed transition metal oxides catalytic system with high catalytic activity and heterogeneity constructed of copper and zinc oxide nanoparticles is presented. For preparation of this hybrid catalytic system, carrageenan as a natural polymeric matrix has been chosen to add biocompatibility to the heterogeneous catalyst. Then, the carrageenan textures have been magnetized through the composition with iron oxide nanoparticles. Copper and zinc metallic sites are employed as the main catalytic sites for catalyzing the synthesis of xanthenedione pharmaceutical derivatives from aldehyde and dimedone. Due to the magnetic behavior of the catalyst, the purification process is carried out with high convenience. Herein, a plausible mechanism for the catalytic process is suggested and reusability of the presented catalyst is also investigated. In this report, it has been well-proven that high reaction yields are obtained for xanthenedione derivatives under mild conditions, through applying the presented hybrid catalytic system.

1,8-Diazabicyclo [5.4.0] undec-7-ene functionalized cellulose nanofibers as an efficient and reusable nanocatalyst for the synthesis of tetraketones in aqueous medium

Abstract: 1,8-Diazabicyclo [5.4.0] undec-7-ene functionalized cellulose nanofibers (CNF@DBU[Cl]) were simply prepared and characterized by analytical techniques. Scanning electron microscope confirmed that CNF@DBU[Cl] was formed with average size of 30–60?nm. X-ray diffraction of CNF@DBU[Cl] showed that the crystalline structure of the cellulose nanofibers was remained unchanged after functionalization. According to elemental analyses and thermal gravimetric analysis, the loading amount of organic group on cellulose nanofibers was found to be 1.46?mmol/g. The catalytic activity of DBU functionalized cellulose nanofibers was studied for the synthesis of biologically important tetraketone derivatives in the reaction of aldehydes with 1,3-dicarbonyl compounds. In the presence of CNF@DBU[Cl], the corresponding tetraketones were obtained in 80–96% yields under very mild reaction conditions. The catalyst was recovered and reused four successive runs without significant loss of catalytic activity. This method showed several significant advantages including short reaction times, high yields of products, use of various substrates, convenient work-up, no necessity of extraction or chromatographic purification steps, environmentally friendly conditions and lack of use of any harmful solvent. Graphic abstract: [Figure not available: see fulltext.].

Transition metal and base free coupling of N-tosylhydrazones with 1,3-dicarbonyl compound

N-tosylhydrazones derived from a wide variety of aryl, alkyl and heteroaryl aldehydes undergo smooth coupling with 5,5-dimethylcyclohexane-1,3-dione under transition metal and base free conditions to generate tetraketo compounds in high yields. In presenc

In water–ultrasound-promoted synthesis of tetraketones and 2-substituted-1H-benzimidazoles catalyzed by BiOCl nanoparticles

A highly efficient, green protocol has been developed for the synthesis of various structurally diverse 2,2′-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) and 2-substituted-1H-benzimidazole derivatives. The reaction was performed in water under ultrasound irradiation, using BiOCl nanoparticles as a catalyst. The nanocatalyst was found to be reusable for seven subsequent reactions without much loss in activity. Simple methodology with short reaction times and mild reaction conditions with easy work-up procedure are the salient features of this method.

An Efficient One-Pot Two-Step Three-Component Process for the Synthesis of Trifluoromethylated Hydrochromenes

A one-pot two-step three-component process for the synthesis of trifluoromethylated 2-hydroxy-5-oxo-3,4,5,6,7,8-hexahydro-2H-chromenes has been developed. The three-component reaction of dimedone, substituted benzaldehydes, and methyl 4,4,4-trifluorobut-2-ynoate gave the desired products in moderate to good yields. Excellent regioselectivity and diastereoselectivity were observed. Furthermore, refluxing the product chromenes with p-toluenesulfonic acid in toluene gave the corresponding dehydrated products - trifluoromethylated 5-oxo-5,6,7,8-tetrahydro-4H-chromenes.

Improved synthesis of 2,2-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) and 1,8-dioxo-octahydroxanthene derivatives catalyzed by electrogenerated base and sulfuric acid

An efficient method has been developed for the synthesis of 1,8-dioxo-octahydroxanthene derivatives in two-step. In the first step, the electrogenerated base (EGB) catalyzed multicomponent transformation of dimedone and aromatic aldehydes in an undivided

Zinc chloride catalyzed collective synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene-1-ones) and 1,8-dioxo-octahydroxanthene/acridine derivatives

Catalytic amount of ZnCl2 efficiently promoted rapid synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene-1-one) in water at room temperature in excellent yield. At elevated temperature, ZnCl2 also catalyzed one-pot synthesis of 1,8-dioxo-octahydroxanthene and 1,8-dioxo-decahydroacridine derivatives in good yield. In specific instances, unusual dissociation of dimedone from the arylmethylene bis(3-hydroxy-2-cyclohexene-1-one) was identified in the reaction medium. It was minimized/avoided by the addition of known excess dimedone to the reaction mixture in the one-pot synthesis of 1,8-dioxo-octahydroxanthene.

Chemoselective synthesis of xanthenes and tetraketones in a choline chloride-based deep eutectic solvent

A chemoselective synthesis of tetraketone and xanthene derivatives, by means of tandem Knoevenagel condensation and Michael addition in choline chloride-based deep eutectic solvents (DESs), is presented. The reaction of readily available aldehydes and act