84273-41-6Relevant academic research and scientific papers
Synthesis of C-ring substituted xanthones from the [4 + 2] cycloaddition reaction of vinylchromones and acyclic enamines
Kelkar, Avijit S.,Letcher, Roy M.,Cheung, Kung-Kai,Chiu, Kwei-Fung,Brown, Geoffrey D.
, p. 3732 - 3741 (2000)
A novel approach to the synthesis of C-ring substituted xanthones utilising the [4 + 2] cycloaddition reactions of enamines with aromatically substituted vinylchromones has been developed. 1-Methyl-, 1-ethyl-, 2-methyl- and 2-ethyl-substituted xanthones are obtained in a one-pot synthesis from the reaction of pyrrolidine enamines derived from acetone, butan-2-one, propanal and butanal respectively, when taken as solvent incorporating a catalytic amount of pyrrolidine. Some 1-methylidene- and 1-methylidene-2-methyl-substituted tetrahydroxanthohes were also obtained and these compounds are proposed to be intermediates in the reaction, since they undergo facile conversion to 1-methyl- and 1,2-dimethyl-xanthones. Further evidence for the proposed reaction pathway was obtained from the isolation of a 1-pyrrolidino-2,2-dimethyl substituted tetrahydroxanthone from the reaction between a vinylchromone and the pyrrolidine enamine of 2-methylpropanal. The Royal Society of Chemistry 2000.
Method for preparing polysubstituted oxoxanthone derivative
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Paragraph 0062; 0063; 0064; 0065, (2017/08/29)
The invention discloses a method for preparing a polysubstituted oxoxanthone derivative. The method comprises the following steps: adding a diaryl iodide compound in a reactor, after extracting and changing nitrogen, adding a salicylate derivative compound and a solvent under the protection of the nitrogen, carrying out heating reaction, and after reaction, extracting and purifying a reactant to obtain the polysubstituted oxoxanthone derivative, wherein the reaction temperature is 40-150 DEG C, and the reaction time is 1-24h. The preparation method of the polysubstituted oxoxanthone derivative, provided by the invention, is scientific and reasonable, and a synthesis method has the characteristics of simpleness, high yield, easiness in purification of a product and the like.
Cross dehydrogenative coupling via base-promoted homolytic aromatic substitution (BHAS): Synthesis of fluorenones and xanthones
Wertz, Sebastian,Leifert, Dirk,Studer, Armido
, p. 928 - 931 (2013/03/28)
Cross dehydrogenative coupling reactions occurring via base-promoted homolytic aromatic substitutions (BHASs) are reported. Fluorenones and xanthones are readily prepared via CDC starting with readily available ortho-formyl biphenyls and ortho-formyl biphenylethers, respectively. The commercially available and cheap tBuOOH is used as an oxidant. Initiation of the radical chain reaction is best achieved with small amounts of FeCp2 (0.1 or 1 mol %).
Xanthones in heterocyclic synthesis. An efficient route for the synthesis of C-3 o-Hydroxyaryl substituted 1, 2-benzisoxazoles and their N-oxides, potential scaffolds for angiotensin(II) antagonist hybrid peptides
Gardikis, Yiannis,Tsoungas, Petros G.,Potamitis, Constantinos,Zervou, Maria,Cordopatis, Paul
scheme or table, p. 1077 - 1091 (2011/06/19)
Regioselective substitution of xanthone and its nucleophilic cleavage allow the synthesis of C-3 ohydroxyaryl substituted 1, 2-benzisoxazoles or their V-oxides by cyclodehydration or oxidative cyclization of their corresponding ketoxime precursors, respectively. Molecular modeling analysis and 1H NMR spectra indicate an intramolecular H-bonding engaging phenol OH and the isoxazole ring N atom. The Japan Institute of Heterocyclic Chemistry.
Microwave-assisted, Yb(OTf)3/TfOH cocatalyzed synthesis of xanthones and thioxanthones by intramolecular friedel-crafts reaction under solvent-free conditions
Li, Jie,Jin, Can,Su, Weike
experimental part, p. 855 - 866 (2011/05/12)
An efficient method for the synthesis of biologically interesting xanthones and thioxanthones was achieved using Yb(OTf)3/TfOH as co-catalysts by a microwave radiation-mediated reaction. Both electron-rich and electron-poor substrates could be cyclized in good yields.
Xanthone in synthesis: a reactivity profile via directed lithiation of its dimethyl ketal
Odrowaz-Sypniewski, Michal R.,Tsoungas, Petros G.,Varvounis, George,Cordopatis, Paul
supporting information; experimental part, p. 5981 - 5983 (2010/02/28)
Xanthone, as its dimethyl ketal, undergoes functionalization with a synthetically useful degree of regioselectivity using a lithiation protocol. The core structure is regenerated during the work-up. Monosubstitution at C-4 or C-1 and disubstitution at C-4
Synthesis and antiproliferative activity of substituted benzopyranoisoindoles: A new class of cytotoxic compounds
Hadjipavlou, Christiana,Kostakis, Ioannis K.,Pouli, Nicole,Marakos, Panagiotis,Pratsinis, Harris,Kletsas, Dimitris
, p. 4822 - 4825 (2008/03/13)
A series of novel aminosubstituted benzopyranoisoindoles possessing structural analogy to an active nitracrine metabolite are reported. The compounds exhibited interesting cytotoxic activity against a panel of cell lines, which was maximized by the presen
Substituted xanthones as antimycobacterial agents*, part 1: Synthesis and assignment of 1H/13C NMR chemical shifts
Pickert, Martina,Frahm, August Wilhelm
, p. 177 - 192 (2007/10/03)
A series of substituted xanthones was synthesized in order to prove the hypothesis that electron-withdrawing substituents enhance the antimycobacterial activity of these compounds, which is described by means of a QSAR equation with 13C NMR che
Oxidation of 9-Xanthenones with Lead(IV) Acetate. Formation of Di-γ-lactones
Nishino, Hiroshi,Kurosawa, Kazu
, p. 2847 - 2848 (2007/10/02)
The oxidation of 9-xanthenones with lead (IV) acetate afforded 3a,3b,6a,12b-tetrahydro-2H-difuroxanthene-2,5,7(3H,6H)-triones in addition to other products.Characterization of the di-γ-lactones and the difference between the oxidation reaction of lead(IV) and manganese(III) acetates in the 9-xanthenone system are discussed.
