72758-77-1

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 88330-56-7 2-Methyl-5-phenyl-3-p-tolyl-isoxazolidine 
• 108-91-8 cyclohexylamine 
• 98039-55-5 5,6-bis(p-methylphenyl)-3,8-diphenyl-2,9-dithia-1-phosphabicyclo<4.3.0>-nona-3,7-diene 1-sulfide 
• 72028-21-8 diethyl 2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malonate 
• 96-09-3 styrene oxide 
• 19523-24-1 1-methyl-4-((phenylsulfonyl)methyl)benzene 
• 536-74-3 phenylacetylene 
• 83624-75-3 3-Benzoyl-1-cyano-4-hydroxy-4-phenyl-2,6-di-p-tolyl-cyclohexanecarboxylic acid ethyl ester 
• 2648-61-5 2,2-dichloroacetophenone 
• 15851-89-5 (E)-p-methylcinnamoyl chloride 
• 603-33-8 triphenylbismuthane 

Downstream Products

• 26953-26-4 5-morpholin-4-yl-1-phenyl-3-p-tolyl-pentan-1-one 
• 101855-04-3 3-Methoxyamino-1-phenyl-3-p-tolyl-propan-1-one 
• 858942-56-0 4-methyl-3-(4-methylphenyl)-4-nitro-1-phenyl-1-pentanone 
• 85157-03-5 trans-3-phenyl-5-(4-methylphenyl)-6-ethoxycarbonyl-2-cyclohexen-1-one 
• 144309-76-2 (4S,5R)-5-Benzoyl-1-(3-chloro-phenyl)-4-p-tolyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester 
• 129242-80-4 4-(5-Methyl-4-nitro-2-phenyl-2H-pyrazol-3-yl)-1-phenyl-3-p-tolyl-butan-1-one 
• 86161-60-6 trans-2-(p-Methylphenyl)-cis-3-phenyl-1-benzoylcyclopropane 
• 603-35-0 triphenylphosphine 
• 78906-75-9 (2E)-4-(4-methylphenyl)-1,1,2-triphenyl-1,3-butadiene 
• 26191-85-5 7-exo-Diphenylphosphoryl-7-endo-phenylnorcaradien 
• 55860-85-0 4-(p-Methyl-styryl)-2,3,3,4-tetraphenyl-1,2λ⁵-oxaphosphetan-2-on 
• 55861-07-9 2,3,3,6-Tetraphenyl-4-(p-tolyl)-3,4-dihydro-1,2λ⁵-oxaphosphorin-2-on 
• 62557-95-3 3-(4'-methylphenyl)-1-phenylbutan-1-one 
• 84857-23-8 4-Phenyl-6-(p-tolyl)-2-pyrimidinamin-hydrochlorid 

Relevant academic research and scientific papers

Mizoroki–Heck coupling reaction on the surface of sepiolite clay-supported Pd/Cu nanoalloy

Well distributed Pd/Cu bimetallic nanoalloy supported on acid-modified sepiolite (ASEP) was prepared via a solvothermal process. The resulting system, Pd/Cu@ASEP, was characterized using spectroscopic data such as FT-IR, XRD, TEM and ICP-AES. The morphology characterization revealed that the crystalline bimetallic particles were dispersed on ASEP as nanoalloys with diameters ranged from 25 to 30 nm. This system was successfully used for ligand-free Mizoroki-Heck coupling in the presence of air, under mild conditions. This method has advantages compared to other systems, such as short reaction times, high yields, facile catalyst and easy separation and reusability of the catalyst. The catalyst was compatible with a variety of aryl and heteraryl iodides, which provides favorable products with good to high yields. Aryl and heteraryl bromides could also be activated for the Mizoroki-Heck reaction using Pd/Cu@ASEP catalyst, with good to moderate yields.

Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron

Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).

Synthesis, characterization and biological evaluation of new 3,5-disubstituted-pyrazoline derivatives as potential anti-Mycobacterium tuberculosis H37Ra compounds

A total of fourteen pyrazoline derivatives were synthesized through cyclo-condensation reactions by chalcone derivatives with different types of semicarbazide. These compounds were characterized by IR, 1D-NMR (1H, 13C and Distortionless Enhancement by Polarization Transfer-DEPT-135) and 2D-NMR (COSY, HSQC and HMBC) as well as mass spectroscopy analysis (HRMS). The synthesized compounds were tested for their antituberculosis activity against Mycobacterium tuberculosis H37Ra in vitro. Based on this activity, compound 4a showed the most potent inhibitory activity, with a minimum inhibitory concentration (MIC) value of 17 μM. In addition, six other synthesized compounds, 5a and 5c–5g, exhibited moderate activity, with MIC ranges between 60 μM to 140 μM. Compound 4a showed good bactericidal activity with a minimum bactericidal concentration (MBC) value of 34 μM against Mycobacterium tuberculosis H37Ra. Molecular docking studies for compound 4a on alpha-sterol demethylase was done to understand and explore ligand– receptor interactions, and to hypothesize potential refinements for the compound.

The mechanism of the reaction of hydrazines with α,β-unsaturated carbonyl compounds to afford hydrazones and 2-pyrazolines (4,5-dihydro-1H-pyrazoles): Experimental and theoretical results

The reaction of hydrazines with α,β-unsaturated carbonyl compounds to afford 2-pyrazolines was studied using a dissymmetric chalcone (phenyl/p-tolyl) and three hydrazines, hydrazine itself, phenylhydrazine and thiosemicarbazide. Several products were iden

Enantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additive

The first highly enantioselective intermolecular Stetter reaction using simple enones is reported. A series of novel chiral BAC structures were designed and prepared. They were tested in the Stetter reaction with simple aldehydes and enones. The products were generated in excellent yields and enantioselectivities (up to 94% ee). Surprisingly, a substoichiometric amount of water was crucial to obtain high enantioselectivities. Chiral BACs were also shown to catalyze 1,6-conjugate addition reactions with paraquinone methides enantioselectively.

Combined 3D-QSAR and docking analysis for the design and synthesis of chalcones as potent and selective monoamine oxidase B inhibitors

Monoamine oxidases (MAOs) are important targets in medicinal chemistry, as their inhibition may change the levels of different neurotransmitters in the brain, and also the production of oxidative stress species. New chemical entities able to interact selectively with one of the MAO isoforms are being extensively studied, and chalcones proved to be promising molecules. In the current work, we focused our attention on the understanding of theoretical models that may predict the MAO-B activity and selectivity of new chalcones. 3D-QSAR models, in particular CoMFA and CoMSIA, and docking simulations analysis have been carried out, and their successful implementation was corroborated by studying twenty-three synthetized chalcones (151–173) based on the generated information. All the synthetized molecules proved to inhibit MAO-B, being ten out of them MAO-B potent and selective inhibitors, with IC50 against this isoform in the nanomolar range, being (E)-3-(4-hydroxyphenyl)-1-(2,2-dimethylchroman-6-yl)prop-2-en-1-one (152) the best MAO-B inhibitor (IC50 of 170 nM). Docking simulations on both MAO-A and MAO-B binding pockets, using compound 152, were carried out. Calculated affinity energy for the MAO-A was +2.3 Kcal/mol, and for the MAO-B was ?10.3 Kcal/mol, justifying the MAO-B high selectivity of these compounds. Both theoretical and experimental structure–activity relationship studies were performed, and substitution patterns were established to increase MAO-B selectivity and inhibitory efficacy. Therefore, we proved that both 3D-QSAR models and molecular docking approaches enhance the probability of finding new potent and selective MAO-B inhibitors, avoiding time-consuming and costly synthesis and biological evaluations.

Inhibition of Caco-2 and MCF-7 cancer cells using chalcones: synthesis, biological evaluation and computational study

Cancer is the second death cause worldwide, with breast and colon cancer among the most prevalent types. Traditional treatment strategies have several side effects that inspire the development of novel anticancer agents derived from natural sources, like chalcone derivatives. For this investigation, twenty-three chalcones (4a-w) were synthesized and evaluated as antiproliferative agents against MCF-7 and Caco-2 cells, finding three and two compounds with similar or higher antiproliferative activity than daunorubicin, while only two chalcones showed better selectivity indexes than daunorubicin on MCF-7. From these results, we developed good-performance QSAR models (r > 0.850, q2>0.650), finding several structural features that could modify chalcone activity and selectivity. According to these models, chalcones 4w and 4t have high potency and selectivity against Caco-2 and MCF-7, respectively, which make them attractive candidates for hit-to-lead development of ROS-independent pro apoptotic agents.

Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide

The selective reduction of ?,￠-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ￠ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ￠-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.

Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles

An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.

Heteroleptic copper(I) complexes as energy transfer photocatalysts for the intermolecular [2 + 2] photodimerization of chalcones, cinnamates and cinnamamides

The [2 + 2] photodimerization of chalcones, cinnamates and cinnamamides can be effectively catalyzed by heteroleptic copper(I) complexes. The reactions were carried out under mild reaction conditions and the products were obtained in 20–72% yield under visible light irradiation. The copper-based photocatalyst comprised of the rigid phenanthroline ligand with substituents at the 2,9-positions and the 4,7-positions showed high activity in the photodimerization via an energy transfer pathway.