50353-99-6

Upstream product

• 1882-56-0 2-(4-methylphenyl)-2-phenylacetic acid 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 110247-85-3 (1RS,2RS)-1,2-diphenyl-1-p-tolyl-ethane-1,2-diol 
• 144-62-7 oxalic acid 
• 134-81-6 benzil 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 108-88-3 toluene 
• 447-31-4 Desyl chloride 
• 110247-85-3 1-(4-Methylphenyl)-1,2-diphenyl-1,2-ethanediol 
• 104917-36-4 (E,Z)-1,2-diphenyl-2-tolylvinyl bromide 
• 64-19-7 acetic acid 
• 71482-22-9 (phenyl)(p-methylphenyl)methanol benzoate 
• 7664-93-9 sulfuric acid 
• 611-71-2 MANDELIC ACID 

Downstream Products

• 532-32-1 sodium benzoate 
• 134-84-9 4-Methylbenzophenone 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 65-85-0 benzoic acid 
• 57272-40-9 2-Hydroperoxy-1,2-diphenyl-2-p-tolyl-ethanone 

Relevant academic research and scientific papers

Method for preparing alpha-aryl ketone compound by using palladium complex

The invention relates to a method for preparing an alpha-aryl ketone compound by using a palladium complex, which comprises the steps of in the presence of alkali, taking ketone and halogenated hydrocarbon as raw materials, taking the palladium complex containing an ortho-carborane benzothiazole structure as a catalyst, and carrying out alpha-halogenation reaction at room temperature to prepare the alpha-aryl ketone compound. Compared with the prior art, the palladium complex containing the ortho-carborane benzothiazole structure is applied to catalysis of the alpha-halogenation reaction of ketone and halogenated hydrocarbon, the alpha-aryl substituted ketone compound is prepared through a one-pot method, synthesis of the alpha-aryl ketone compound at room temperature by using simple, easily available and cheap raw materials is achieved, and the method has the advantages of low catalyst use equivalent, mild reaction conditions, more catalytic substrates, high substrate universality and high yield.

Palladium-catalyzed denitrative α-arylation of ketones with nitroarenes

The palladium-catalyzed α-arylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/ BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology and gave a chromone derivative. Polyaromatic carbonyl compounds can be easily obtained by multicomponent tandem reactions, via nucleophilic aromatic substitution (SNAr) or cross-coupling reaction followed by this denitrative arylation. Kinetic experiments show that the electronic effect of nitrobenzenes has a greater effect on the reaction rate than the electronic effect of ketones.

Metal Free, Direct and Selective Deoxygenation of α-Hydroxy Carbonyl Compounds: Access to α,α-Diaryl Carbonyl Compounds

An efficient, metal free, direct and selective deoxygenation of α-hydroxy carbonyl compounds is achieved with the aid of catalytic amount of aqueous HClO4 (70 %) and triethylsilane as hydride source. A variety of α-hydroxy-α,α-diaryl carbonyl compounds are selectively deoxygenated to give α,α-diaryl carbonyl compounds in good to excellent yields. Intermediacy of α-keto carbenium ion is proposed on the basis of some control experiments and atmospheric pressure chemical ionization mass spectral analysis.

Fast-Synthesis of α-Phosphonyloxy Ketones as Drug Scaffolds in a Capillary Microreactor

A simple, room temperature approach for the fast single-step synthesis of α-phosphonyloxy ketone, a drug scaffold, has been developed which involves highly reactive species i.e., 1,2-dicarbonyls that readily react with trialkyl phosphites and formic acids in batch as well as in continuous-flow with the flow rate of 3 ml/min (tR = ～4 s). The present approach reduced the synthesis time from hours to minutes in batch, which was further lowered to a few seconds precisely controlled by single capillary microfluidics. A wide range of 1,2-dicarbonyl derivatives were smoothly transformed to their corresponding α-phosphonyloxy ketones in moderate to good yields (50–82 %) under optimized flow-reaction conditions. Further, the α-phosphonyloxy ketones produced can be utilized in batch process to form benzoin, oxazole core, and α,α′-diarylated carbonyl compounds in 82 %, 50 %, and 54 % yields, respectively, which are alternative key precursors/scaffolds of natural products and active pharmaceutical ingredients (APIs).

PROCESS FOR CREATING CARBON-CARBON BONDS USING CARBONYL COMPOUNDS

The present invention concerns a process for preparing a compound of formula (I) by reaction between a compound of formula (II) and a compound of formula (III) in the presence of a copper-containing catalyst, a ligand and base. The invention also concerns the implementing of this process for the preparation of building blocks to prepare molecules of interest in particular in the pharmaceutical, agro-chemical fields, etc.

Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen

No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups. Copyright

'GaI': A new reagent for chemo- and diastereoselective C-C bond forming reactions

The potential of 'GaI' as a reductant in organic transformations, in particular C-C bond forming reactions involving α-functionalised ketones, has been investigated. Of most interest are the diastereoselective aldol coupling reactions of the α-alkoxy ketones, PhC(O)C(H)(OR)Ph, R = Me, Et or iPr, which give the novel γ-alkoxy, β-hydroxy ketones, PhC(O)C(H)(Ph)C(OH)(Ph)C(H)(OR)Ph, containing three contiguous stereogenic centres. The diastereostereoselectivity of these reactions was established from NMR spectroscopic and X-ray crystallographic studies of the products. When R = Me, the 2R,3S,4R/2S,3R,4S-enantiomeric pair is formed, whereas when R = Et or iPr, 2R, 3R, 4S/2S, 3S, 4R-diastereoisomers result. These differences are rationalised in terms of the likely transition states of the reactions. The same products are not formed when higher oxidation salts of gallium, or InI, are employed as the inorganic reagent. The reactivity of "GaI" towards α-halo ketones, a 1,2-diketone and α,β-unsaturated ketones has also been explored. Again, the outcomes of these reactions have been compared to those involving Ga(ii) and Ga(iii) reagents. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

PCP-Bis(phosphinite) pincer complexes: new homogeneous catalysts for α-arylation of ketones

Two new p-alkoxycarbonylated palladium bis(phosphinite) PCP pincer complexes are easily prepared and for the first time evaluated as homogeneous catalysts in α-arylation of ketone enolates. Apart from the total absence of phenyl-aryl exchange by-products and significantly low catalyst loadings, the general α-arylation protocols described in this letter feature not only a broad applicability to a range of ketones and aryl bromides with marked electronic and steric differences but also the possibility to generate mono-diarylated products.

Novel nickel-carbene, palladium-carbene and platinum-carbene complexes, their produciton and use in catalytic reactions

The invention relates to novel monocarbene complexes of nickel, palladium or platinum with electron-deficient olefin ligands, to their preparation and to their use in the homogeneous catalysis of organic reactions.

Progress in the Palladium-Catalyzed α-Arylation of Ketones with Chloroarenes

Non- and deactivated chloroarenes can be coupled with a wide range of ketones to yield the corresponding arylmethyl ketones in good to excellent yields using a palladium(II) acetate/n-BuPAd2 catalyst system. Depending on the ketone, the chloroarene/ketone ratio and the base, mono or diarylation can be effected selectively.