97871-89-1

Upstream product

• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 104-87-0 4-methyl-benzaldehyde 
• 92830-82-5 2'-hydroxy-4-methylchalcone dibromide 
• 34000-27-6 (2E)-1-(2-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one 
• 1262020-40-5 (Z)-2-(4-methylbenzylidene)-2,3-dihydrobenzofuran-3-ol 
• 1605350-02-4 (2-iodophenyl)(3-(naphthalen-1-yl)oxiran-2-yl)methanone 
• 1605349-91-4 (2-bromophenyl)(3-(p-tolyl)oxiran-2-yl)methanone 
• 1258504-68-5 C₁₉H₁₃IO 
• 2142-69-0 2-bromophenyl methyl ketone 
• 2142-70-3 2-iodoacetophenone 
• 66-77-3 1-naphthaldehyde 
• 34000-27-6 1-(2-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one 
• 118-93-4 o-hydroxyacetophenone 
• 125349-02-2 1-(o-hydroxyphenyl)-3-(4-methylphenyl)propargylic alcohol 

Downstream Products

• 1391069-09-2 3-(4-phenylbenzofuro[3,2-b]pyridin-2-yl)coumarin 
• 1391069-03-6 3-(4-phenylbenzofuro[3,2-b]pyridin-2-yl)coumarin 
• 1391069-16-1 3-(4-phenylbenzofuro[3,2-b]pyridin-2-yl)coumarin 

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-

One-pot Synthesis of Aurones through Oxidation-cyclization Tandem Reaction Catalyzed by Copper Nanoparticles Catalyst

Aurones were synthesized through an oxidation-cyclization tandem reaction of 2-(1- hydroxyprop-2-ynyl)phenols catalyzed by copper nanoparticles (Cu NPs) with bipyridine as the ligand. In the reaction, oxygen worked as a green and mild oxidant to give the best results. Cu NPs were dually activated by bipyridine ligand and water, and showed highly efficient catalytic activities to the oxygen oxidation and the cylization to give aurones and flavonoids.

Unusual Olefinic C-H Functionalization of Simple Chalcones toward Aurones Enabled by the Rational Design of a Function-Integrated Heterogeneous Catalyst

Flavonoids, which are ubiquitous plant secondary metabolites obtained from chalcones, mostly possess 6-membered C-rings derived from 6-endo-trig cyclization of chalcones. However, aurones, which are a class of flavonoids that rarely occur naturally, possess unusual 5-membered C-rings biosynthesized from chalcones by mainly performing B-ring oxidation. Therefore, the chemical catalytic transformation from simple chalcones into aurones is attractive, because it overcomes the drawback of known limited enzyme catalysis. The catalytic transformation, however, has not yet been reported because of the preferential 6-membered ring formation as with the biosynthesis and the need for rare intramolecular olefinic C-H functionalization. Here, we developed the catalytic olefinic C-H functionalization of simple chalcones toward various aurones enabled by the rational design of a function-integrated heterogeneous catalyst - a Pd-on-Au bimetallic nanoparticle catalyst supported on CeO2 - using O2 in air as the sole oxidant without any additives. In this system, the four conditions that were required for the challenging transformation toward aurones were achieved by the respective components of the catalyst: (a) a supported Pd catalyst: a catalyst for the olefinic C-H functionalization of chalcones toward aurones, (b) an Au promoter: an improvement in the catalytic activity by stabilizing Pd(0), (c) a CeO2 support: the inhibition of the 6-endo-trig cyclization utilizing the adsorption of chalcones, and (d) a Pd-on-Au structure: the inhibition of Au-catalyzed flavone synthesis. This catalytic transformation will promote not only the pharmaceutical study of aurones but also the rational design of a heterogeneous catalyst for the development of organic reactions that are not yet realized by homogeneous catalysts or biocatalyst.

Rapid synthesis of aurones under mild conditions using a combination of microwaves and deep eutectic solvents

The combination of microwave heating and the deep eutectic solvent formed from choline chloride and urea has resulted in a new, essentially neutral, yet rapid method for the synthesis of a wide range of aurone derivatives. While isolated yields remain somewhat variable, in virtually every case, a significant increase in yield has been observed on going from conventional thermal heating to microwave heating. In addition, some compounds inaccessible using prior methods have become reproducibly available using this modification. Further application of the combination of DES and microwave heating is expected to be highly promising and of general utility.

Design, synthesis and MAO inhibitory activity of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives

A series of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives (aurones, 1–20) were synthesized and screened for their inhibitory activity against hMAO. Seventeen compounds (1–5, 7–17, 19) were found to be selective towards hMAO-B, while two w

THERAPEUTIC AURONES

Substituted aurones were found to have antitrypanosomal, antifungal and immunomodulatory activity. The invention provides novel aurone compounds, pharmaceutical compositions, and methods encompassing medical and veterinary applications.

Selective palladium-catalyzed carbonylative synthesis of aurones with formic acid as the CO source

A general and practical strategy has been developed to prepare aurone derivatives. In the presence of the palladium catalyst, 2-iodophenol and terminal alkynes were reacted by using formic acid as the CO source with acetic anhydride as the additive. A var

Modified Pyridine-Substituted Coumarins: A New Class of Antimicrobial and Antitubercular Agents

Some new biologically potent coumarin derivatives 7a-f, 8a-f, and 9a-f bearing modified pyridine moieties (indeno[1,2-b]pyridine, 4-azaphenanthrene and benzofuro [3,2-b]pyridine) at the sixth position were designed and synthesized. All the synthesized com

Copper-catalyzed intramolecular tandem reaction of (2-halogenphenyl)(3- phenyloxiran-2-yl)methanones: Synthesis of (Z)-aurones

A convenient and efficient method for the copper-catalyzed synthesis of (Z)-aurones via intramolecular tandem reaction of (2-halogenphenyl)(3- phenyloxiran-2-yl)methanones is reported. Moreover, a plausible mechanism for the formation of (Z)-aurones is proposed. This is the first report on the synthesis of (Z)-aurones through copper-catalyzed Ullmann coupling reaction employing epoxides as substrates.

Aurones as histone deacetylase inhibitors: Identification of key features

In this study, a total of 22 flavonoids were tested for their HDAC inhibitory activity using fluorimetric and BRET-based assays. Four aurones were found to be active in both assays and showed IC50 values below 20 μM in the enzymatic assay. Molecular modelling revealed that the presence of hydroxyl groups was responsible for good compound orientation within the isoenzyme catalytic site and zinc chelation.