323180-30-9

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 861215-75-0 5-(1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)-2-methoxy-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.

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.].

Anion functionalized ionic liquid from artificial sugar: A sustainable pathway for diverse bis-enol derivatives

An artificial sugar saccharine based anion-functionalized ionic liquid [Bmim]Sac was synthesized and used for new and straightforward strategies for the construction of a diverse range of bis-enols. The advantage of this methodology is the use of a non-to

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.

Identification of benzochromene derivatives as a highly specific NorA efflux pump inhibitor to mitigate the drug resistant strains of s. aureus?

Increased expression of efflux transport proteins confers the Multi Drug Resistant (MDR) phenotype to drug resistant bacteria, which can be mitigated by efflux pump inhibitors (EPI). EPI's have the dual advantage of restoring efficacy of antibiotics and retarding the evolution of drug resistant mutants. In this study, 17 heterocyclic derivatives synthesized by a polyethylenimine (PEI) catalyzed one-pot protocol were evaluated for their EPI potential. Based on in silico studies and in vitro studies, 5 benzochromene (BC) based compounds (among 17 heterocyclic derivatives), were observed to significantly potentiate the effect of ciprofloxacin (CPX) and displayed a best modulation factor of 32, against the NorA overexpressed mutant SA-1199B. Toxicity analyses using the zebrafish model showed that, from all the benzochromene compounds evaluated, BC9 exhibited low toxicity. BC9 inhibited the NorA efflux pump at a minimum effective concentration (MEC) of 2 mg ml1 (4.03 mM) and even at subinhibitory concentrations, and it was effective in reversing the CPX MIC of both the ATCC strain and a clinical isolate of MRSA by 128 and 4 fold respectively. Our results show that benzochromene derivative BC9 is a highly specific NorA inhibitor that can be employed to mitigate MDR strains of S. aureus that overexpress the NorA efflux pump.

"amano" lipase DF-catalyzed efficient synthesis of 2,2′-arylmethylene dicyclohexane-1,3-dione derivatives in anhydrous media

A simple and efficient method was developed for the synthesis of 2,2′-arylmethylene dicyclohexane-1,3-dione derivatives via the Knoevenagel-Michael cascade reactions of aromatic aldehydes and 1,3-cyclic diketones catalyzed by "Amano" lipase DF, which expands the application field of enzyme catalytic promiscuity. This protocol provides several advantages over the traditional chemical synthesis, such as simple work-up procedure, high yields (up to 94%) and environmental friendliness.

Chlorosulfonation of 9-aryloctahydroxanthen-1,8-diones

The 9-aryloctahydroxanthen-1,8-diones (3, 4-24) were prepared by reaction of cyclohexan-1,3-dione (1) with selected arylaldehydes. The xanthendiones (4-9, 11, 12, 18, 21, 22) were successfully reacted with chlorosulfonic acid, and the crude sulfonyl chlorides were converted into 15 sulfonamides (26-40) for screening as potential pesticides. Attempted chlorosulfonation of the xanthendiones (13-17) was unsuccessful. α-Methylcinnamaldehyde was reacted with cyclohexandione (1) to yield the corresponding xanthendione derivative (23). On the other hand, with o-methoxycinnamaldehyde an impure product formed and the p-methoxy isomer afforded the corresponding 2-arylpyran (25). The NMR spectral data of the compounds are briefly discussed.