108980-49-0

Upstream product

• 137109-37-6 (E)-1-(2-hydroxy-4-methoxyphenyl)-3-p-tolylprop-2-en-1-one 
• 849367-91-5 4-methylbenzoic acid 2'-acetyl-5'-methoxyphenyl ester 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 874-60-2 4-methyl-benzoyl chloride 
• 1376543-55-3 C₁₈H₁₈O₄ 
• 1403475-71-7 5-methoxy-2-(3-p-tolylpropioloyl)phenyl acetate 
• 17336-11-7 2-acetoxy-4-methoxybenzoic acid 
• 19202-27-8 2-acetoxy-4-methoxy-benzoyl chloride 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 4714-37-8 1-(2,2-dichlorovinyl)-4-methylbenzene 
• 104-87-0 4-methyl-benzaldehyde 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 5446-02-6 4-methoxymethylsalicylate 
• 137109-37-6 1-(2-hydroxy-4-methoxyphenyl)-3-(p-tolyl)prop-2-en-1-one 

Downstream Products

• 78298-69-8 4'-Methyl-7-hydroxyflavone 
• 329727-22-2 2-(4-formylphenyl)-7-methoxy-4H-1-benzopyran-4-one 
• 1219977-54-4 C₁₇H₁₄O₂S 
• 1371663-61-4 4-(2-hydroxy-4-methoxyphenyl)-6-(4-methylphenyl)-2-aminopyrimidine 

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-

An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime

An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C-O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.

Synthesis of 3-HCF2S-Chromones through Tandem Oxa-Michael Addition and Oxidative Difluoromethylthiolation

A simple protocol for the synthesis of difluoromethylthiolated chromen-4-ones using elemental sulfur and ClCF2CO2Na as the difluoromethylthiolating agent is described. Three-component reactions of 2′-hydroxychalcones, ClCF2CO2Na, and sulfur under basic conditions using TEMPO as the oxidant afforded HCF2S-containing 4H-chromen-4-one and 9H-thieno[3,2-b]chromen-9-one derivatives in good yield. The protocol is practical and efficient, and the starting materials are cheap and readily available.

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.

Steroid Sulfatase Inhibitors Based on Phosphate and Thiophosphate Flavone Analogs

Preclinical Research A series of phosphate and thiophosphate flavone derivatives were synthesized and biologically evaluated in vitro for inhibition of steroid sulfatase (STS) activity. The described synthesis includes the straightforward preparation of 7-hydroxy-2-phenyl-4H-chromen-4-one 3a, 2-(4-fluorophenyl)-7-hydroxy-4H-chromen-4-one 3b, 7-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 3c, 7-hydroxy-2-(p-tolyl)-4H-chromen-4-one 3d modified with different phosphate or thiophosphate moieties. The inhibitory properties of the synthesized compounds were tested against human placenta STS. Some of the novel STS inhibitors had good activities against STS. In particular, the bis-(4-oxo-2-(p-tolyl)-4H-chromen-7-yl) hydrogenthiophosphate, 6i had the most potent inhibitory effect with an IC50 value of 3.25 μM as compared to an IC50 value of 8.50 μM for the 2-(4-trifluoromethylphenyl)-chromen-4-one-7-O-sulfamate used as a reference. Drug Dev Res 76: 450-462, 2015.

Synthesis of novel 4,6-diaryl-2-aminopyrimidines as potential antiplasmodial agents

A novel series of 4,6-diaryl-2-aminopyrimidines 8a-o has been synthesized and evaluated for in vitro antiplasmodial activity against Plasmodium falciparum. Out of the 15 compounds synthesized and tested, 6 compounds have shown IC50 values in the range of 1.61-9.53 μg/mL. These compounds are several times more potent than chloroquine and quinine, the two standard drugs used for the purpose of comparison.

Assessment of antiplatelet activity of 2-aminopyrimidines

A series of 4,6-diaryl-2-aminopyrimidines was developed as antiplatelet agents and their potency was evaluated by in vitro assay. Compound 14k was found to be two times more potent than aspirin. These encouraging results could be helpful for the development of new antiplatelet compounds.

Synthesis of flavones and γ-benzopyranones using mild sonogashira coupling and 18-crown-6 ether mediated 6-endo cyclization

An efficient method for the synthesis of flavones and γ- benzopyranones has been developed utilizing a mild Sonogashira coupling and 18-crown-6 ether mediated 6-endo cyclization of o-alkynoylphenyl acetates. By using this strategy, flavones and γ-benzopyranones bearing electron-donating groups, halogens, and simple alkyl substituents were synthesized in satisfactory yields. A facile, mild, and selective method for the synthesis of flavones and γ-benzopyranones is reported. o-Alkynoylphenyl acetates were obtained from either acyl chloride derivatives or substituted salicylates. Upon removing the acetate group, flavones and γ- benzopyranones were synthesized within 15 min with the aid of 18-crown-6 ether. A library of flavones and γ-benzopyranones was established. Copyright

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.