6563-60-6

Usage

Derivative of

Xanthone

Common use

Synthesis of organic compounds

Pharmacological properties

+ Anti-inflammatory
+ Antioxidant
+ Cytotoxic effects

Potential use as a photoinitiator

Polymerization reactions

Applications in

+ Organic electronics
+ Fluorescent dye in imaging and labeling techniques

InChI:InChI=1/C14H10O3/c1-16-11-7-4-8-12-13(11)14(15)9-5-2-3-6-10(9)17-12/h2-8H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 719-41-5 1-hydroxy-9H-xanthen-9-one 
• 77-78-1 dimethyl sulfate 
• 56605-80-2 1-chloro-9H-xanthen-9-one 
• 124-41-4 sodium methylate 
• 21905-75-9 2-carboxy-5'-methoxy-diphenyl ether 
• 217813-03-1 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate 
• 119-36-8 methyl salicylate 
• 22833-69-8 methyl 6-methoxysalicylate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 118-91-2 ortho-chlorobenzoic acid 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 54829-44-6 1-amino-9H-xanthen-9-one 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 

Downstream Products

• 877305-65-2 1-methoxy-9-(2-methoxy-6-phenoxyphenyl)xanthen-9-ol 
• 86456-17-9 1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9H-xanthen-9-one 

Relevant academic research and scientific papers

Practical synthesis of chiral 9,9′-spirobixanthene-1,1′-diol

A concise four-step synthesis of 9,9′-spirobixanthene-1,1′-diol is reported, featuring a practical preparation at large scale without the use of column chromatography purification. Co-crystallization with N-benzylcinchonidinium chloride and N-benzylquinin

A green and regioselsctive synthesis of xanthone and thioxanthone derivatives in the presence of heteropoly acid under microwave irradiation

One-pot preparation of a variety of pharmacologically pertinent xanthone heterocycles has efficiently been achieved from their respective phenol compounds and salicylic acid/thiosalicylic acid in the presence of the catalytic amount of heteropoly acid. Most of the reactions showed high regioselectivity and produced xanthones/thioxanthones in good yields under microwave irradiation.

Intermolecular C-O addition of carboxylic acids to arynes: Synthesis of o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones

An efficient and simple route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed utilizing readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl tr

Novel one-pot synthesis of xanthones via sequential fluoride ion-promoted fries-type rearrangement and nucleophilic aromatic substitution

A novel and efficient synthesis of xanthones is described. 2-(Trimethylsilyl)phenyl 2-fluorobenzoate derivatives undergo Fries-type rearrangement and intramolecular SNAr reaction in a one-pot sequential manner under fluoride ion-promoted mild conditions. The method provides efficient access to xanthones that have significant steric congestion around the C9 carbonyl, which are not readily available by conventional methods. Georg Thieme Verlag Stuttgart · New York.

Metal-free oxidative coupling: Xanthone formation via direct annulation of 2-aryloxybenzaldehyde using tetrabutylammonium bromide as a promoter in aqueous medium

A metal-free intramolecular annulation of 2-aryloxybenzaldehydes to xanthones is disclosed, which proceeds through the direct oxidative coupling of an aldehyde C-H bond and aromatic C-H bonds using tetrabutylammonium bromide (TBAB) as a promoter in aqueous medium. This strategy works smoothly in the presence of both electron-donating and electron-withdrawing groups, and displays good tolerance towards catalytically reactive substituents, thus promising further functionalizations of xanthone products.

Intermolecular C-O addition of carboxylic acids to arynes

(Figure Presented) A novel, efficient, and expedient route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed starting from readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl triflates.

Solvent-controlled leaving-group selectivity in aromatic nucleophilic substitution

(Figure Presented) A solvent-controlled inversion of leaving group ability allows selective access to either of two internal substitution products in SNAr reactions of substrates with competing leaving groups. Application of this principle in a

Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates

The reaction of silylaryl triflates, CsF, and ortho-heteroatom-substituted benzoates affords a general and efficient way to prepare biologically interesting xanthones, thioxanthones, and acridones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling of the benzoate with an aryne and a subsequent intramolecular electrophilic cyclization.

Chiral spiro compounds and their use in asymmetric catalytic reactions

The present invention provides a chiral ligand, represented by a formula or its enantiomer: X and X′ can be independently O, NH, NR, NCOR or S; each of Z1-Z7 and Z1′-Z7′ can be independently H, alkyl, aryl, substituted alkyl, substituted aryl, alkoxyl, aryloxyl, nitro, amide, aryoxide, halide, hydroxyl, carboxylate, hetereoaryl, or a cyclic alkene, fused aryl, or cyclic ether group formed from any two adjacent Z groups or any two adjacent Z′ groups; Y and Y′ can be independently OH, OR, NH2, NHR, NR2, SH, PR2, OPR2, NHPR2, OP(OR)2, COOH, COOR, CONHR, or a linking group formed from Y and Y′ groups together. Processes of preparing these ligands, catalysts that employ them and methods of using the catalysts are also provided.

One-pot synthesis of xanthones and thioxanthones by the tandem coupling-cyclization of arynes and salicylates

(Chemical Equation Presented) The reaction of silylaryl triflates, CsF, and salicylates affords a general and efficient way to prepare biologically interesting xanthones and thioxanthones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling and subsequent intramolecular electrophilic cyclization.