184955-27-9

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 100-52-7 benzaldehyde 
• 126-81-8 dimedone 
• 109-77-3 malononitrile 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 31771-33-2 2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine 
• 30182-67-3 1,3-Cyclohexanedione 

Downstream Products

• 95200-84-3 9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione 
• 861215-70-5 4-(1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)-benzenesulfonyl chloride 

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.

Selective synthesis of spiro and dispiro compounds using Mn(III)-based oxidation of tetracarbonyl compounds

The Mn(III)-based oxidation of methylenebis(cyclohexanedione)s and methylenebis(piperidinedione)s as a tetracarbonyl compound was investigated under various conditions, selectively producing spiro dihydrofurans and dispiro cyclopropanes depending on the solvent. The mechanism for the formation of the spiro dihydrofurans and dispiro cyclopropanes was discussed. In addition, a simple synthesis of a new type of alkaloid, 3,4,6,7,8,10-hexahydro-1H-pyrano[3,2-c:5,6-c’]dipyridine-1,9(2H)-diones, was demonstrated.

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.].

Catalyst-free cascade synthesis of densely functionalized chromenes in water

An expeditious and environmental friendly, general protocol has been developed for the synthesis of 2-amino-3-cyano-4H-chromenes via cascade Knoevenagel-Michael-intramolecular cyclization in water. Pure solid products were obtained by simple filtration technique. The aqueous catalyst-free reactions lead to high product yield at room temperature.

Promiscuous enzyme-catalyzed cascade reaction: Synthesis of xanthone derivatives

Based on the screening of biocatalysts and reaction conditions including organic solvent, water content, lipase loading, reaction temperature and time, lipase TLIM exhibited the prominent promiscuity for the Knoevenagel-Michael cascade reactions of 1, 3-diketones with aromatic aldehydes to synthesize xanthone derivatives. This procedure provides satisfactory advantages such as environmental begin, simple work-up, generality, obtaining in excellent yields (80–97%), and potential for recycling of biocatalyst.

Selective and highly efficient synthesis of xanthenedione or tetraketone derivatives catalyzed by ZnO nanorod-decorated graphene oxide

ZnO nanorod-decorated graphene oxide (GO/ZnO), containing Lewis and Bronsted acid centers, was introduced as a selective, highly efficient and recoverable nanocatalyst for the pseudo three-component synthesis of diverse tetraketone or xanthenedione derivatives via condensation of aromatic aldehydes with 1,3-dicarbonyl compounds in short reaction times and good to excellent yields in H2O under refluxing and solvent-free conditions, respectively. Moreover, the GO/ZnO nanocomposite was recovered and reused at least four times without a significant decrease in its activity. Low loading of the catalyst, high to excellent yields, the elimination of any toxic heavy metals or corrosive reagents for modification of the catalyst, simple separation and purification of the products, and the reusability of the catalyst are the most significant advantages of this green protocol. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018.

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

Natural phosphate as an efficient and green catalyst for synthesis of tetraketone and xanthene derivatives

Abstract: Natural phosphate was applied as an efficient and ecofriendly catalyst for the synthesis of tetraketones (2–2.5?h, 90–100?%) and xanthenes (6.5–8.5?h, 84–95?%) via Knoevenagel–Michael cascade reaction of aromatic aldehydes with 1,3-cyclic diketones in water and ethanol, respectively. This protocol provides several advantages over the traditional chemical synthesis, such as simple work-up, easy handling procedure, non-toxicity and stability of catalyst, low cost and environmental friendliness. Graphical Abstract: [Figure not available: see fulltext.]

Efficient synthesis of xanthenedione derivatives using cesium salt of phosphotungstic acid as a heterogeneous and reusable catalyst in water

Cs2.5H0.5PW12O40has been reported to be an efficient catalyst for the synthesis of 1,8-dioxo-octahydroxanthene from aldehydes and 1,3-cyclohexanedione/dimedone in water. This approach is environmentally benign with clean synthetic procedure, short reaction time, easy workup procedure, excellent yield, and regeneration of catalyst, which made this protocol efficient and safe.