14802-30-3

Upstream product

• 100-52-7 benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 102-92-1 Cinnamoyl chloride 
• 108-88-3 toluene 
• 72758-71-5 3c-phenyl-1-p-tolyl-propenone 
• 66866-14-6 acetyl-p-methylphenyltriphenylarsonium bromide 
• 138043-33-1 2,2-Dimethyl-3-phenyl-5-p-tolyl-isoxazolidin-2-ium; iodide 
• 10325-65-2 2,3-Dibromo-3-phenyl-1-p-tolyl-propan-1-one 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 536-74-3 phenylacetylene 
• 150015-89-7 (3-oxo-1-phenyl-3-p-tolyl-propyl)-malonic acid diethyl ester 
• 51246-20-9 1-phenyl-1-iodoethylene 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 26957-11-9 5-morpholin-4-yl-3-phenyl-1-p-tolyl-pentan-1-one 
• 132042-61-6 C₂₆H₂₆N₂O₄S 
• 101854-97-1 3-methoxyamino-3-phenyl-1-p-tolyl-propan-1-one 
• 106368-99-4 ((3R,4S)-1-Methyl-4-phenyl-pyrrolidin-3-yl)-p-tolyl-methanone 
• 132042-51-4 C₂₄H₂₄N₂O₂S 
• 141075-47-0 7,7-dimethyl-5-oxo-2-(4'-methylphenyl)-4-phenyl-5,6,7,8-tetrahydro-4H-1-benzopyran 
• 88129-01-5 6,9-Dihydro-4,6-diphenyl-2,8-bis(p-tolyl)-4H-pyrimido<1,2-a>pyrimidin-9a<1H>-yliumchlorid 
• 59807-16-8 4-(4-methylphenyl)-6-phenylpyrimidin-2-amine 
• 132042-60-5 C₂₅H₂₃ClN₂O₃S 
• 88129-08-2 3-Methylamino-3-phenyl-1-(p-tolyl)-1-propanon 
• 134045-59-3 7-Phenyl-3-phenylazo-5-p-tolyl-pyrazolo[1,5-a]pyrimidin-2-ylamine 
• 64686-05-1 (2R,3R)-3-Methoxy-3-phenyl-2-p-tolyl-propionic acid methyl ester 
• 64820-39-9 2-phenyl-4-p-tolyl-2,3-dihydro-benzo[b][1,4]thiazepine 
• 166273-71-8 2-Phenyl-4-p-tolyl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepine 

Relevant academic research and scientific papers

Efficient synthesis of chalcones by a solid base catalyst

A simple and efficient heterogeneous procedure has been developed for the synthesis of chalcones (α,β-unsaturated ketones) by the Claisen-Schmidt condensation between arylaldehydes and ketones using Mg-Al-OtBu hydrotalcite (HT-OtBu) as catalyst. Copyright Taylor & Francis, Inc.

Intermolecular [2+2] photocycloaddition of chalcones with 2,3-dimethyl-1,3-butadiene under neat reaction conditions

The intermolecular [2 + 2] photocycloaddition of chalcones with 2,3-dimethyl-1,3-butadiene under visible-light irradiation for the synthesis of cyclobutane derivatives has been developed. Without using any photosensitizer, metallic catalyst and solvent, the reaction proceeded with high regioselectivity and moderate to high stereoselectivity. Mild reaction conditions and no additives make the reaction easy to operate. Control experiments and density functional theory (DFT) computations demonstrated that the reaction takes place via visible-light activation of chalcones, which is different from the previously reported [2 + 2] cycloaddition of chalcones.

Synthesis of chalcones catalyzed by aminopropylated silica sol-gel under solvent-free conditions

Aminopropylated nanosilica was prepared by a simple sol-gel process from tetraethyl orthosilicate (TEOS) and then it was functionalized with different amounts of 3-aminopropyltriethoxysilane (APS) under toluene reflux. The prepared solids were characterized by means of XRD, FT-IR, TGA-DTA, SEM-EDS, and TEM. Their textural properties were determined by adsorption-desorption isotherms of N2 at 77 K. It was proved that the amount of APS used in the preparation process had a great influence on the physicochemical properties of the hybrid organic-inorganic solid materials. The materials were used as catalyst in the Claisen-Schmidt preparation of chalcones for the reaction of substituted acetophenones and benzaldehydes under solvent-free conditions. The result showed that the presence of a high amount of aminopropyl groups was important for a very good performance of the catalyst in the substrate conversion. Also, the influence of different groups in the aromatic ring of acetophenones and benzaldehydes was investigated. In all cases, coproduct formation was not observed; the catalysts were recovered and can be recycled twice without appreciable loss of reactivity.

Simple access to α, β unsaturated ketones by acid-catalyzed solvent- free reactions

Various chalcones and dibenzylidene cycloalkanones were readily prepared in a few minutes with good yields by simply mixing aromatic aldehydes with substituted acetophenones or benzaldehyde with cycloalkanones in the presence of catalytic amounts of p-toluene sulfonic acid under focused microwave irradiation.

Aluminosilicate catalysis of chalcone Diels-Alder reactions

Previously unreported Diels-Alder adducts of substituted chalcones with isoprene and myrcene have been formed at more than 0°C by employing a nanoporous aluminosilicate catalyst. This catalyst eliminates problems with diene polymerization that are encountered with many other Lewis acids. The chalcone component has some size restrictions. Copyright Taylor & Francis Group, LLC.

Quantitative structure-activity relationships of mosquito larvicidal chalcone derivatives

The mosquito larvicidal activities of a series of chalcones and some derivatives were subjected to a quantitative structure-activity relationship (QSAR) study, using more than a thousand constitutional, topological, geometrical, and electronic molecular descriptors calculated with Dragon software. The larvicidal activity values for 28 active compounds of the series were predicted, showing in general a good approximation to the experimental values found in the literature. Chalcones having one or both electron-rich rings showed high toxicity. However, the activity of chalcones was reduced by electron-withdrawing groups, and this was roughly diminished by derivatization of the carbonyl group. A set of six chalcones being structurally similar to some of the active ones, with a still unknown larvicidal activity, were prepared. Their activity values were predicted by applying the developed QSAR models, showing that two chalcones of such set, both 32 and 34, were expected to be highly active.

Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

Orchestrating a β-Hydride Elimination Pathway in Palladium(II)-Catalyzed Arylation/Alkenylation of Cyclopropanols Using Organoboron Reagents

The scope of chemoselective β-hydride elimination in the context of arylation/alkenylation of homoenolates from cyclopropanol precursors using organoboronic reagents as transmetalation coupling partners was examined. The reaction optimization paradigm revealed a simple ligand-free Pd(II) catalytic system to be most efficient under open air conditions. The preparative scope, which was investigated with 48 examples, supported the applicability of this reaction to a wide range of substrates tolerating a variety of functional groups while delivering β-substituted enone and dienone derivatives in 62-95% yields.

Green method for high-selectivity synthesis of chalcone compounds

Under the condition of air, the water-soluble inorganic weak base is used as a catalyst to catalyze the hydrogen transfer reaction of the propargyl alcohol compound, so that the green synthesis of the high-trans selective chalcone compound is realized. Reaction temperature: 80 - 120 °C and reaction time 12 - 48 hours. To the technical scheme, any transition metal catalyst and ligand do not need to be used, inert gas protection is not needed, no other byproducts are generated, the atom economy 100%, green and environment friendliness are avoided, and the product is a high-selectivity (E)-type product. The reaction conditions are relatively low in requirement. Compared with the prior art, the alkali catalyst is obvious in advantages, and has a certain application prospect in the fields of organic synthesis, biochemistry, medicine and the like.

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.