41255-31-6

Usage

Chemical compound

6-Chloro-4'-methylflavone

Class

Flavonoid

Molecular weight

276.70 g/mol

Properties

Aromatic compound

Health benefits

Antioxidant and anti-inflammatory

Potential uses

Treatment of cancer, diabetes, and cardiovascular diseases

Pharmacological activities

Subject of interest for research and development in medicine and pharmaceuticals.

Upstream product

• 131168-60-0 6-chloro-4'-methylflavanone 
• 88952-03-8 2-acetyl-4-chlorophenyl 4-methylbenzoate 
• 1301225-13-7 C₁₆H₁₂BrClO₂ 
• 1376543-57-5 C₁₇H₁₅ClO₃ 
• 4714-37-8 1-(2,2-dichlorovinyl)-4-methylbenzene 
• 635-93-8 5-chlorosalicyclaldehyde 
• 26029-21-0 5'-Chlor-2'-hydroxy-4-methyl-chalkon 
• 1413850-54-0 C₁₆H₁₃ClO 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 

Relevant academic research and scientific papers

Rh-Catalyzed aldehydic C-H alkynylation and annulation

Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-

Novel and Efficient Access to Flavones under Mild Conditions: Aqueous HI-Mediated Cascade Cyclization/Oxidative Radical Reaction of 2-Propynolphenols

Herein we disclose a metal-free and efficient method for the direct conversion of 2-propynolphenols to biologically important flavones using aqueous HI as the promoter. This transformation was proved via 4-iodo-2H-chromenes intermediate, which was simultaneously conversed to corresponding flavones by a Csp2?I bond cleavage and a C–O bond formation under air.

An efficient oxidative conversion of 2-aryl-2H-chromenes to the corresponding flavones by tert-butylhydroperoxide and copper bromide

A simple and efficient method has been developed for the facile oxidation of chromenes to the corresponding flavones by tert-butylhydroperoxide (TBHP) in the presence of copper(II) bromide catalyst in toluene at 80 °C in a very short time. The reaction demonstrates excellent reactivity, functional group tolerance, and good to excellent yields without using conventional strong oxidizing agents.

Pd(OAc)2/S=PPh3 accelerated activation of gem-dichloroalkenes for the construction of 3-arylchromones

The Pd-catalyzed regioselective intramolecular nucleophilic substitution of gem-dichloroalkene derivatives with salicylaldehydes leading to the synthesis of 3-arylchromones has been developed. Pd(OAc)2/S=PPh3 could activate gem-dichloroalkenes and undergo nucleophilic substitution by salicylaldehydes with the aid of a base.

K2CO3-catalyzed synthesis of chromones and 4-quinolones through the cleavage of aromatic C-O bonds

Phenol-derived electrophiles are favorable substrates because phenols are naturally abundant or can be readily prepared from other aromatic compounds. However, the cleavage of aromatic C-O bonds is a great challenge because of their high energy. K2CO3-catalyzed intramolecular cyclization of 1-(2-alkoxyphenyl)-3-akylpropane-1,3-dione and 3-(alkylimino)-1-(2-methoxyphenyl)-2-methylpropan-1-one derivatives via the selective cleavage of aromatic C-O bonds is reported. The corresponding chromone and 4-quinolone derivatives were obtained in reasonable yields.

Transition-metal-free intramolecular Ullmann-type O-arylation: Synthesis of chromone derivatives

(Chemical Equation Presented) Expect the upexpected: A transition-metal- free approach to access chromone derivatives has been developed. The intramolecular O-arylation of substituted 1-(2-haloaryl)-propane-1,3-diones in DMF in the presence of K2CO3 gave the corresponding target products in good to excellent yields (see scheme; DMF = N,N′- dimethylformamide).

A facile synthesis of flavones catalysed by gallium(III) triflate

Ga(OTf)3 was explored as a novel catalyst for the cyclisation of 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones in nitromethane to flavones with excellent yields.

Mechanically activated solid-state synthesis of flavones by high-speed ball milling

An efficient, mechanically activated solid-state synthesis of flavones from 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones using high-speed ball milling is described. This method has notable advantages in terms of good yield, short reaction time, and neat conditions.