73910-85-7

Upstream product

• 133131-57-4 3,3-dibromo-2-(4-methoxy-phenyl)-chroman-4-one 
• 39729-17-4 2'-hydroxy-4-methoxychalcone dibromide 
• 3034-08-0 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one 
• 88187-04-6 3-bromo-2,4'-dimethoxyflavan-4-one 
• 4143-74-2 4'-methoxyflavone 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 4143-72-0 1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione 
• 5445-86-3 2'-(4-methoxybenzoyloxy)acetophenone 
• 135276-56-1 C₁₆H₁₄O₄ 

Downstream Products

• 876505-29-2 2-(4-methoxybenzoyl)benzofuran-3-ol 
• 131866-10-9 3-bromo-2-(3-bromo-4-methoxy-phenyl)-chromen-4-one 
• 1373355-47-5 C₂₄H₁₈O₃ 
• 4143-74-2 4'-methoxyflavone 
• 130378-66-4 2-(4-methoxyphenyl)-3-phenyl-4H-1-benzopyran-4-one 
• 101875-57-4 (3-acetoxy-benzofuran-2-yl)-(3-bromo-4-methoxy-phenyl)-ketone 
• 101737-15-9 (3-acetoxy-benzofuran-2-yl)-(4-methoxy-phenyl)-ketone 
• 101279-47-4 (3-bromo-4-methoxy-phenyl)-(3-hydroxy-benzofuran-2-yl)-ketone 

Relevant academic research and scientific papers

One-pot synthesis of 3-haloflavones from flavones using Oxone and potassium halide as a halogenation reagent

A two-step, one-pot method has been developed for the synthesis of 3-haloflavones from the corresponding flavones. The method uses Oxone and potassium halide to produce the active molecular halogen in situ. The solvent (methanol) then participates in the reaction to afford the 2-methoxy-3-haloflavanone derivative. After adding sodium hydroxide, the corresponding 3-haloflavone product is obtained in good to excellent yields. This method provides a convenient synthesis of 3-chloro, 3-bromo and 3-iodo flavones from the same flavone starting material.

An efficient synthesis of 3-bromoflavones under solvent free conditions using grinding technique

Selective bromination of 1-(2-hydroxyphenyl)-3-phenylpropane- 1,3-diones has been carried out with ammonium bromide and ammonium persulphate at room temperature using grinding technique under solvent free conditions to give 2-bromo derivatives which on cyclodehydration with p-toluenesulphonic acid under grinding conditions give 3-bromoflavones. Also, flavones on bromination using above mentioned conditions give 3-bromoflavones directly.

A new synthesis of 5-arylbenzo[c]xanthones from photoinduced electrocyclisation and oxidation of (E)-3-styrylflavones

A new synthetic route to 5-arylbenzo[c]xanthones is -established. This was accomplished by use the Heck reaction of 3-bromoflavones with styrene derivatives, leading to (E)-3-styrylflavones with total diastereoselectivity. This transformation was greatly improved under microwave irradiation. The one-pot, photoinduced electrocyclisation of (E)-3-styrylflavones and further in situ oxidation of the cycloadduct leads to 5-arylbenzo[c]xan-thones. Georg Thieme Verlag Stuttgart · New York.

A selective transformation of flavanones to 3-bromoflavones and flavones under microwave irradiation

This paper presents the first report of a highly selective transformation of flavanones to 3-bromoflavones or flavones by microwave irradiation of the corresponding flavanone reactants and N-bromosuccinimide (NBS) in the presence of a catalytic amount of 2,2′-azobis(isobutyronitrile) (AIBN). The combination of good to excellent yields, shorter reaction time (10 min), and high levels of functional group compatibility make this an attractive synthetic approach to 3-bromoflavones and flavones.

Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range.

Selective halogenation of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones using phase transfer catalysis and synthesis of 3-chloro- and 3-bromo-flavones

Selective chlorination and bromination of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones have been achieved by their reaction with ammonium chloride/ammonium bromide and hydrogen peroxide in biphase medium using phase transfer catalysis.

Synthesis of 3-bromo derivatives of flavones

Various 3-halo flavones were prepared by reaction of the corresponding flavone derivatives with R4NBr/PhI(OAc)2 system under mild reaction conditions.

A convenient synthesis of 3-bromoflavones

The reaction of flavones with 2,4,4,6-tetrabromo-2,5-cyclo hexadienone(1) gave the corresponding 3-bromoflavones under the mild reaction condition. Flavones containing easily oxidizable functional groups were also brominated without deleterious oxidation

A facile preparation of 3-haloflavones using hypervalent iodine* chemistry

Various 3-haloflavones were prepared by the reaction of the corresponding flavone derivatives with iodobenzene diacetate and trimethylsilyl halide under mild reaction conditions. The iodobenzene diacetate could be replaced by the polymer-supported iodoben

A facile synthetic method of 3-bromoflavones

The synthesis of 3-bromoflavones by bromination-debromination using pyridinium bromide perbromide is described.