1219933-76-2

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 104-87-0 4-methyl-benzaldehyde 
• 135-19-3 β-naphthol 

Relevant academic research and scientific papers

Nano-Fe3O4 -encapsulated silica particles bearing sulfonic acid groups as a magnetically separable catalyst for the green and efficient synthesis of 14-aryl-14H-dibenzo[a,i]xanthene-8,13-dione derivatives

In this research, an efficient and environmentally friendly (green) method for one-pot synthesis of xanthene derivatives was developed in the presence of Fe3O4@SiO2-SO3H nanoparticles. The functionalization of silica-coated Fe3O4 magnetite nanoparticles (Fe3O4@SiO2) using chlorosulfonic acid was afforded by nano-Fe3O4 encapsulated-silica particles bearing sulfonic acid (Fe3O4@SiO2-SO3H) that could be applied as a reusable and efficient heterogeneous nanocatalyst. The multicomponent reactions of 2-hydroxy-1,4-naphthoquinone, β-naphthol and aldehydes were carried out under reflux conditions to obtain some 14-aryl-14H-dibenzo[a,i]xanthene-8,13-dione derivatives. Being a simple procedure with environmental benignness, excellent yields, short reaction times, simple purification and facile catalyst separation are the advantages of this protocol. Fe3O4@SiO2-SO3H was readily recovered using an external magnet and could be reused several times without significant loss of reactivity. The catalyst was fully characterized by vibrating sample magnetometry (VSM), Fourier transform-infrared (FT-IR) spectrometry, scanning electron microscopy (SEM), X-ray diffraction (XRD) spectroscopy, energy dispersive X-ray spectroscopy (EDAX) and transmission electron microscopy (TEM).

Phosphoric acid supported on alumina (H3PO4/Al 2O3) as an efficient and reusable catalyst for the one-pot synthesis of benzoxanthene pigments

Phosphoric acid supported on alumina (H3PO4/Al 2O3) is an efficient catalyst for the catalytic multi-component condensation reaction and a wide variety of syntheses of benzoxanthene pigments in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction, and simple experimental and work-up procedures.

Polystyrene-supported GaCl3 as a highly efficient and reusable heterogeneous Lewis acid catalyst for the three-component synthesis of benzoxanthene derivatives

Naphthoquinone-based xanthenes, specifically 14-aryl-13H-dibenzo[a,i] xanthene-8,13(14H)-diones and 12-aryl-2,3,4,12-tetrahydro-1H-benzo[b]xanthene-1, 6,11-triones, were obtained in good to excellent yields by a simple, mild, and efficient three-component coupling procedure utilizing polystyrene-supported gallium trichloride as a highly active and eco-friendly heterogeneous Lewis acid catalyst. This reaction was also extended to the preparation of 14-aryl-2-hydroxy-13H-dibenzo[a,i]xanthene-8,13(14H)-diones. The experimental and work-up procedure is very simple and the catalyst can be easily separated from the reaction mixture and reused several times in subsequent reactions.

Sulfonic-acid-functionalized silica catalyzed, facile and efficient method for the synthesis of aryl-14h-dibenzo[a,i]xanthenes

Aryl-14H-dibenzo[a,i]xanthenes were synthesized efficiently by one-pot reaction of β-naphthol, aldehydes and 2-hydroxy-1,4-naphthoquinone in the presence of sulfonic acid functionalized silica at 110 °C without solvent. All products were characterized by 1H and 13C NMR, MS techniques and elemental analysis.

Facile, ONE-POT, THREE-component synthesis of benzo[a]NAPHTHACENE-8,13- DIONES

One-pot synthesis of 14-aryl-14H-7-oxa-benzo[a]naphthacene-8,13-diones was developed by the reaction of 2-hydroxynaphthalene-1,4-dione, aromatic aldehydes, and 2-naphthol in the presence of acetic acid. The structures of these compounds were identified by elemental analyses, infrared, 1H NMR, and mass.Copyright Taylor & Francis Group, LLC.

Efficient one-pot syntheses of dibenzo[a, i]xanthene-diones and evaluation of their antioxidant activity

Facile and convenient procedures for the synthesis of dibenzo[a,i]xanthene- diones have been described. The process employs one-pot condensation of aldehydes, 2-hydroxynaphthalene-1,4-dione, and 2-naphthol/2,7- dihydroxynaphthalene/2,6-dihydroxynaphthalene using catalytic sulfuric acid in water under reflux. Task-specific ionic liquid, 1-butyl-3-methylimidazolium hydrogen sulfate ([bmim]HSO4), has also been found to be an effective catalyst for this transformation. The protocols defined herein prove to be efficient in terms of high yields, operational simplicity, easy workup, and short reaction time. Also, these compounds were screened for antioxidant activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay.

Amberlyst-15 catalyzed synthesis of 12-Aryl-12H-benzo[i][1,3]-dioxolo[4,5- b]xanthene-6,11-diones and 14-Aryl-14H-dibenzo[a,i]xanthene-8,13-diones under solvent-free condition

Three-component one-pot synthesis of some novel 12-aryl-12H-[1,3]- dioxolo[4,5-b]benzo[i]xanthene-6,11-diones and 14-aryl-14Hdibenzo[ a,i]xanthene-8,13-diones, from condensation of 3,4-methylenedioxyphenol or β-naphthol, aldehydes and 2-hydroxy-1,4- naphthoquinone in the presence of Amberlyst-15 under solvent-free conditions at 120 °C is reported.

Synthesis of benzoxanthene derivatives using Bronsted acidic ionic liquids (BAILs), 2-pyrrolidonium hydrogen sulfate and (4-sulfobutyl)tris(4- sulfophenyl)phosphonium hydrogen sulfate

Bronsted acidic ionic liquids (BAILs), 2-pyrrolidonium hydrogen sulfate and (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate are found to be efficient catalysts for synthesis of 14-aryl-14H-dibenzo[a,i] xanthene-8,13-dione, 3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione, and aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone derivatives.

Silica supported perchloric acid: An efficient catalyst for the synthesis of 14-aryl-14h-dibenzo[a, i]xanthene-8, 13-diones

The condensation of β-naphthol with aromatic aldehydes and 2-hydroxynaphthalene-1, 4-dione in presence of silica supported perchloric acid under solvent-free media to afford the corresponding 14-aryl-14H-dibenzo[a, i]xanthene-8, 13-diones in excellent yields and short reaction times is described. The reaction work-up is very simple and the catalyst can be easily separated from the reaction mixture and reused several times in subsequent reactions.

Silica chloride catalyzed synthesis of 14-aryl-14H-dibenzo[a,i]xanthene-8,13-diones

A simple and facile synthesis of 14-aryl-14H-dibenzo[a,i]xanthene-8,13-dione derivatives was accomplished by the one-pot condensation of β-naphthol, aldehydes, and 2-hydroxy-1,4-naphthoquinone under solvent-free conditions in the presence of the heterogeneous catalyst, silica chloride. This method has the advantages of high yield, clean reaction, simple methodology and short reaction time. The catalyst could be recycled and reused three times without significant loss of activity. The structures of the novel compounds were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. Crown Copyright