75204-51-2

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 536-74-3 phenylacetylene 
• 75204-49-8 ethyl 4,5-dioxo-3-phenyl-4,5-dihydronaphtho[1,2-b]furan-2-carboxylate 
• 105438-12-8 2-hydroxy-3-styryl-[1,4]naphthoquinone 
• 122-78-1 phenylacetaldehyde 
• 100-42-5 styrene 
• 35135-38-7 2-hydroxy-3-iodonaphthalene-1,4-dione 
• 105438-12-8 (E)-2-hydroxy-3-styrylnaphthalene-1,4-dione 
• 62452-63-5 2-phenylnaphtho[2,3-b]furan-4,9-dione 
• 59382-19-3 2-hydroxy-3-(2-phenyl-2-oxo)ethyl-1,4-naphthoquinone 
• 858019-89-3 2-(α,β-dibromo-phenethyl)-3-hydroxy-[1,4]naphthoquinone 

Downstream Products

• 62452-63-5 2-phenylnaphtho[2,3-b]furan-4,9-dione 

Relevant academic research and scientific papers

Ceric ammonium nitrate mediated cycloaddition of hydroxyquinones with alkenes for the one-step construction of furoquinone derivatives

A one-step formation of furoquinones, such as naphtho[2,3-b]furan-4,9-dione, naphtho[1,2-b]furan-4,5-dione, benzofuran-4 4,7-dione, and benzofuran-4,5-dione derivatives, by the ceric ammonium nitrate mediated [3+2] type cycloaddition of 2-hydroxy-1,4-naph

A Complete and Unambiguous 1H and 13C NMR Signals Assignment of para?Naphthoquinones, ortho- And para-Furanonaphthoquinones

A complete and unambiguous assignment of 1H and 13C nuclear magnetic resonance (NMR) signals of 29 naphthoquinones is reported on the basis of one- and two-dimensional NMR techniques (1H, 13C, 1H-sup

New strategies for the synthesis of naphthoquinones employing Cu(II) complexes: Crystal structures and cytotoxicity

The syntheses, physico-chemical characterization and cytotoxicity toward three human cell lines (standard and resistant sarcoma cells, and fibroblast) of a new copper(II) complex [Cu(HBPA)(L1)Cl]·3H2O 2 are reported. Complex 2 was obtained through the reaction between the ligand stilbene-quinone (HL1) and Cu[HBPA]Cl2 1, where HBPA = 2-hydroxybenzyl-2pyridylmethylamine. The synthesis of HL1 was performed in high yield through Heck reaction on PEG-400. X-ray diffraction and solution studies (UV–Vis, EPR, ESI(+)?MS and ESI(+)?MS/MS) were performed for complex 2, in which the copper(II) center is coordinated to the quinone in its deprotonated form, to the ligand HBPA and to a chloro ligand. Similar reaction employing CuCl2·2H2O, instead of Cu[HBPA]Cl2 1 and HL1, has resulted in the obtainment of a furano-o-naphtoquinone (L2) with 99% selectivity, suggesting a new methodology to cyclize the ligand HL1. In order to obtain the analogous para-isomer (L3), and to evaluate the isomerism influence on cytotoxicity activity, a cyclization reaction of HL1 with NBS (N-bromosuccinimide) was also performed, which resulted in the obtainment of L2 (8%) and L3 (13%). X-ray diffraction studies were performed for L2 and complex 2, and the description of their structure elucidated. Results from MTT assay revealed that complex 2 is more active against sarcoma cell lines (MES-SA/Dx5 and MES-SA) than both the free ligand HL1 and complex 1, reducing cell viability to less than 50 μmol L?1. L2 was the most active in the series, presenting cytotoxicity against resistant MES-SA/Dx5 and its standard MES-SA cell line, respectively, three and ten times higher than the current drug doxorubicin.

Synthesis of Stilbene-Quinone Hybrids through Heck Reactions in PEG-400

Styrenes were coupled with 3-iodolawsone in PEG-400 at 90 °C, leading stereoselectively to (E)-stilbene-quinone hybrids through Heck reactions. The best reaction conditions were found to be the use of NaOH (3 equiv) and 10 mol% of palladium acetate at 90 °C for 15 minutes. The chemical yields of the Heck reactions using styrenes with electron-withdrawing groups (65-98%) were greater than styrenes bearing electron-donating groups (7-32%) on the aromatic ring. In particular, the chemical yields of Heck reactions involving nitrostyrenes were the best ones observed.

Method for synthesizing coumarone naphthoquinone derivative

The invention discloses a method for synthesizing a coumarone naphthoquinone derivative. The method comprises the following steps that 2-hydroxyl-3-substituted ethylene-1,4-naphthoquinone is used as raw materials, and the angular coumarone naphthoquinone derivative is synthesized in an organic solvent under the effect of iodine; or the 2-hydroxyl-3-substituted ethylene-1,4-naphthoquinone is used as raw materials, the angular coumarone naphthoquinone derivative is firstly synthesized in an organic solvent under the effect of the iodine, and then, the angular coumarone naphthoquinone derivative is used for synthesizing the straight coumarone naphthoquinone derivative under the acid condition. The method has the advantages that the experiment steps are few; the operation is simple; the selectivity is high; the yield is high; a higher application value is realized.

The iodine-mediated highly regioselective synthesis of angular and linear naphthofuroquinones

Naphthofuroquinones are of great value in medicinal chemistry. In this letter, a facile method for highly regioselective synthesis of both linear and angular naphthofuroquinones has been developed via iodine mediated cyclization of 2-hydroxy-3-substituted

One-Step Synthesis of Naphthofurandione, Benzofurandione, and Phenalenofuranone Derivatives by the CAN-Mediated Cycloaddition

The 3+2-type cycloaddition reaction of 2-hydroxy-1,4-naphthoquinones with various alkenes or phenylacetylene was mediated by ammonium cerium(IV) nitrate (CAN) to give the corresponding naphtho[2,3-b]furan-4,9-dione and naphtho[1,2-[furan-4,5-dione derivatives. The reaction of 2-hydroxy-1,4-benzoquinones with alkenes in the presence of CAN similarly proceeded to give benzofuran-4,7-dione and benzofuran-4,5-dione derivatives. 3-Hydroxy-1H-phenalen-1-one also underwent the CAN-mediated cycloaddition with alkenes or phenylacetylene to give the corresponding 7H-phenaleno[1,2-b]furan-7-one derivatives.

ACTION OF ACIDIC AND ALKALINE AGENTS ON DIOXONAPHTHOFURAN DERIVATIVES

The action of sulfuric and polyphosphoric acids and sodium hydroxide on 3-carbethoxy-4,5-dioxonaphthofuran derivatives was studied. 2-Methyl- and 2-phenyl-3-carboxy-4,5-dioxonaphthofurans were obtained by the action of sulfuric acid on the indicated compo