74786-53-1

Upstream product

• 100-66-3 methoxybenzene 
• 79-30-1 isobutyryl chloride 
• 141-75-3 butyryl chloride 
• 578-57-4 2-bromoanisole 
• 14478-14-9 1-acetyloxy-2-methylpropene 
• 67-56-1 methanol 
• 58824-49-0 1-(2-methoxyphenyl)prop-2-en-1-ol 
• 135-02-4 ortho-anisaldehyde 
• 5561-92-2 1-(2-methoxyphenyl)propan-1-one 
• 579-74-8 2-Methoxyacetophenone 
• 74-88-4 methyl iodide 
• 75-30-9 2-iodo-propane 
• 64508-50-5 2-methoxybenzoic anhydride 
• 6609-56-9 2-methoxy-benzonitrile 

Downstream Products

• 109847-38-3 5-(2-methoxy-phenyl)-4-methyl-[1,2]dithiol-3-thione 
• 579-75-9 2-Methoxybenzoic acid 
• 16748-90-6 2,2-dimethylbenzofuran-3(2H)-one 
• 74786-56-4 2-methyl-3-oxo-2,3-dihydrobenzofuran-2-yl acetate 
• 827348-36-7 (R)-2-methyl-1-(2-methoxyphenyl)-1-propanol 
• 6642-39-3 1-(2-methoxy-phenyl)-2-methyl-propan-1-ol 
• 1355253-95-0 C₁₅H₂₄O₂Si 
• 1338935-43-5 5-[(Z)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine 
• 1196851-94-1 5-[(E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine 
• 106701-20-6 2-Chloro-N-(2-methoxy-ethyl)-N-[1-(2-methoxy-phenyl)-2-methyl-propenyl]-acetamide 
• 18228-46-1 1-(p-methoxyphenyl)-2-methylpropan-1-ol 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Rhenium(I)-Catalyzed C-Methylation of Ketones, Indoles, and Arylacetonitriles Using Methanol

A ReCl(CO)5/MeC(CH2PPh2)3 (L2) system was developed for the C-methylation reactions utilizing methanol and base, following the borrowing hydrogen strategy. Diverse ketones, indoles, and arylacetonitriles underwent mono-and dimethylation selectively up to 99% yield. Remarkably, tandem multiple methylations were also achieved by employing this catalytic system.

Rhodium-Catalyzed Direct Ortho C-H Arylation Using Ketone as Directing Group with Boron Reagent

A general method for selective ortho C-H arylation of ketone, with boron reagent enabled by rhodium complexes with excellent yields, is developed. The transformation is characterized by the use of air-stable Rh catalyst, high monoarylation selectivity, and excellent yields of most of the substrates.

Syndiotactic Poly(aminostyrene)-Supported Palladium Catalyst for Ketone Methylation with Methanol

Palladium nanoparticles immobilized on an amino-functionalized syndiotactic polystyrene (sPS-N) served as a novel recyclable catalyst for the dimethylation and cross methyl alkylation of a wide range of ketones with methanol as the methylation agent. This heterogeneous catalyst (Pd@sPS-N) was highly robust and showed excellent thermal stability and chemical resistance. It not only showed remarkably high activity, but it could also be easily recovered by filtration without loss of activity.

Utilization of MeOH as a C1 Building Block in Tandem Three-Component Coupling Reaction

Ru(II) catalyzed tandem synthesis of α-branched methylated ketones via multicomponent reactions following the hydrogen borrowing process is described. This nonphosphine-based air and moisture stable catalyst efficiently produced various methylated ketones using methanol as a methylating agent. This system was found to be highly effective in three-component coupling between methanol, primary alcohols, and methyl ketones. A proposed catalytic cycle for the α-methylation is supported by DFT calculations as well as kinetic experiments.

Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides

Ni-catalyzed ketone formation through mild reductive coupling of a diverse set of unactivated alkyl bromides and iodides with particularly aryl acid anhydrides was successfully developed using zinc as the terminal reductant. These conditions also allow direct coupling of alkyl iodides with aryl acids in the presence of Boc2O and MgCl2. The Royal Society of Chemistry 2012.

Palladium-catalyzed arylation of vinylic acetates. Phosphine ligand influenced regioselectivity

A palladium-catalyzed coupling reaction of aryl bromides with vinylic acetates in the presence of tributyltin methoxide h as been described. The α-arylation aldehyde product and the aryl ketone were obtained in the presence of P(t-Bu)3 and P(o-

Astonishing alkylation and unusual reduction reactions of anionic titanium(II) isopropoxide complexes: Evidence for SET processes in transition-metal oxidative additions

A mixture of titanium(II) isopropoxide and lithium isopropoxide (1:2), generated in THF by the treatment of titanium(IV) isopropoxide with two equivalents of n-butyllithium, has been shown to be an unexpected alkylating agent as well as an unusual reducing agent for a wide variety of organic substrates. Since titanium(II) isopropoxide, which is free of any lithium isopropoxide, neither causes alkylation of any of the same substrates nor is such a powerful reductant, it is proposed that the lithium isopropoxide activates titanium(II) isopropoxide for such unusual reactions by the formation of the lithium salt coordination complex Li2Ti[OiPr]4. Illustrative of the unprecedented alkylations are the transformations, after hydrolysis, of various substituted benzonitriles to isopropyl-substituted phenyl ketones, of (dichloromethyl)benzene to, principally, 2-methyl-1-phenyl-1-propene and of (trichloromethyl)benzene to isopropyl phenyl ketone. By comparing the reducing actions of Li2Ti[OiPr]4 and Ti[OiPr]2 individually, it has been shown that, generally, the lithium salt is the more powerful reductant for epoxides, benzylic halides and conjugated olefins. From the reactions of Li2Ti[OiPr]4 with the benzonitriles, styrene, the isomeric stilbene oxides and cis-stilbene, cogent evidence is marshaled for the operation of SET processes, sensitive to steric hindrance, in such alkylations and reductions. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Method for acylation or sulphonylation of an aromatic compound

The present invention relates to a process for the acylation or sulphonylation of an aromatic compound. More particularly, the invention relates to a process for the acylation or sulphonylation of an activated or deactivated aromatic compound. The invention is applied to the preparation of aromatic ketones or sulphones. The process for the acylation or sulphonylation of an aromatic compound which consists in reacting at least one aromatic compound with an acylating or sulphonylating agent, in the presence of a Friedel-Crafts catalyst is characterized in that the acylation or sulphonylation reaction is carried out in liquid phase under microwave irradiation.

Surprising catalytic activity of bismuth (III) triflate in the Friedel-Crafts acylation reaction

Bismuth tris-trifluoromethanesulfonate (Bi(OTf)3) was found to be a novel catalyst for rile Friedel-Crafts acylation. The reactions of activated or deactivated benzenes such as fluorobenzene proceeded in high yields in the presence of a catalytic amount of Bi(OTf)3. This catalyst is water stable and its catalytic activity is much higher than the one of the other metallic triflates M(OTf)3 previously reported (M = Al, Ga, Ln or Sc).