32293-73-5

Upstream product

• 1778-09-2 4-(Methylthio)acetophenone 
• 67-56-1 methanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 88563-48-8 1-(4-methylthiophenyl)ethyl 3,5-dinitrobenzoate 
• 64-17-5 ethanol 
• 127-09-3 sodium acetate 
• 82414-95-7 C₉H₁₁S⁽¹⁺⁾ 
• 107-07-3 2-chloro-ethanol 
• 104-95-0 (4-bromophenyl)thioanisole 
• 75-07-0 acetaldehyde 
• 75-16-1 methylmagnesium bromide 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 627-30-5 1-chloro-3-hydroxypropane 
• 109-78-4 3-Hydroxypropionitrile 

Downstream Products

• 565432-26-0 1-(4-methylthiophenyl)ethyl methyl ether 
• 82638-99-1 Trifluoro-acetic acid 1-(4-methylsulfanyl-phenyl)-ethyl ester 
• 40027-88-1 1-(4-(methylsulfanyl)phenyl)-3-phenylpropan-1-one 
• 104-96-1 4-methylsulfanylaniline 
• 18760-11-7 4-methythiostyrene 
• 40027-99-4 1-(4-Methylsulfanyl-phenyl)-3-phenyl-propan-1-ol 
• 1380751-78-9 2-(4-(methylthio)phenyl)quinoline 

Relevant academic research and scientific papers

Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents: A Direct Approach to Anilines?

Amines are among the most fundamental motifs in chemical synthesis, and the introduction of amine building blocks via selective C—C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification. Herein, we report a novel method for the preparation of anilines from alkylarenes via Schmidt-type rearrangement using redox-active amination reagents, which are easily prepared from hydroxylamine. Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions. Good compatibility and valuable applications of the transformation were also displayed.

Reduction over Condensation of Carbonyl Compounds through a Transient Hemiaminal Intermediate Using Hydrazine

Reduction of carbonyl moieties to the corresponding alcohol using simply hydrazine hydrate has been considerably unfeasible until now due to the well-known condensation reaction. However, herein, we report that using an excess of 20-fold equivalents, the reduction proceeds in excellent yields. 1H NMR study of the reaction and density functional theory (DFT) calculations indicate that the final fate of the hemiaminal intermediate is crucial to obtain the alcohol or the hydrazone.

Zinc Hydride-Catalyzed Hydrofuntionalization of Ketones

Three new dimeric bis-guanidinate zinc(II) alkyl, halide, and hydride complexes [LZnEt]2 (1), [LZnI]2 (2) and [LZnH]2 (3) were prepared. Compound 3 was successfully employed for the hydrosilylation and hydroboration of a vast number of ketones. The catalytic performance of 3 in the hydroboration of acetophenone exhibits a turnover frequency, reaching up to 5800 h-1, outperforming that of reported zinc hydride catalysts. Notably, both intra- and intermolecular chemoselective hydrosilylation and hydroboration reactions have been investigated.

Transfer Hydrogenation of Carbonyl Groups, Imines and N-Heterocycles Catalyzed by Simple, Bipyridine-Based MnI Complexes

Utilization of hydroxy-substituted bipyridine ligands in transition metal catalysis mimicking [Fe]-hydrogenase has been shown to be a promising approach in developing new catalysts for hydrogenation. For example, MnI complexes with 6,6′-dihydroxy-2,2′-bipyridine ligand have been previously shown to be active catalysts for CO2 hydrogenation. In this work, simple bipyridine-based Mn catalysts were developed that act as active catalysts for transfer hydrogenation of ketones, aldehydes and imines. For the first time, Mn-catalyzed transfer hydrogenation of N-heterocycles was reported. The highest catalytic activity among complexes with variously substituted ligands was observed for the complex bearing two OH groups in bipyridine. Deuterium labeling experiments suggest a monohydride pathway.

A Practical and Stereoselective In Situ NHC-Cobalt Catalytic System for Hydrogenation of Ketones and Aldehydes

Homogeneous catalytic hydrogenation of carbonyl groups is a synthetically useful and widely applied organic transformation. Sustainable chemistry goals require replacing conventional noble transition metal catalysts for hydrogenation by earth-abundant base metals. Herein, we report how a practical in situ catalytic system generated by easily available pincer NHC precursors, CoCl2, and a base enabled efficient and high-yielding hydrogenation of a broad range of ketones and aldehydes (over 50 examples and a maximum turnover number [TON] of 2,610). This is the first example of NHC-Co-catalyzed hydrogenation of C=O bonds using flexible pincer NHC ligands consisting of a N-H substructure. Diastereodivergent hydrogenation of substituted cyclohexanone derivatives was also realized by fine-tuning of the steric bulk of pincer NHC ligands. Additionally, a bis(NHCs)-Co complex was successfully isolated and fully characterized, and it exhibits excellent catalytic activity that equals that of the in-situ-formed catalytic system. Catalytic hydrogenation is a powerful tool for the reduction of organic compounds in both fine and bulk chemical industries. To improve sustainability, more ecofriendly, inexpensive, and earth-abundant base metals should be employed to replace the precious metals that currently dominate the development of hydrogenation catalysts. However, the majority of the base-metal catalysts that have been reported involve expensive, complex, and often air- and moisture-sensitive phosphine ligands, impeding their widespread application. From a mixture of the stable CoCl2, imidazole salts, and a base, our newly developed catalytic system that formed easily in situ enables efficient and stereoselective hydrogenation of C=O bonds. We anticipate that this easily accessible catalytic system will create opportunities for the design of practical base-metal hydrogenation catalysts. A practical in situ catalytic system generated by a mixture of easily available pincer NHC precursors, CoCl2, and a base enabled highly efficient hydrogenation of a broad range of ketones and aldehydes (over 50 examples and up to a turnover number [TON] of 2,610). Diastereodivergent hydrogenation of substituted cyclohexanone derivatives was also realized in high selectivities. Moreover, the preparation of a well-defined bis(NHCs)-Co complex via this pincer NHC ligand consisting of a N-H substructure was successful, and it exhibits equally excellent catalytic activity for the hydrogenation of C=O bonds.

Molecular Defined Molybdenum-Pincer Complexes and Their Application in Catalytic Hydrogenations

A family of low-valent molybdenum complexes, supported by the pincer ligand (iPr2PCH2CH2)2NH, was prepared and characterized. After activation by NaBHEt3 coordination compounds 2 and 3-Cl were found to be suitable catalysts for the hydrogenation of ketones and olefins.

(METH) ACRYLATE AND METHOD FOR PRODUCING THE SAME, AND (CO) POLYMER THEREOF

PROBLEM TO BE SOLVED: To provide a novel (meth) acrylate for dilution having a low viscosity and a high refractive index, a homopolymer of which has high heat resistance. SOLUTION: The present invention relates to a (meth) acrylate represented by the following formula (1), a homopolymer of the (meth) acrylate or a copolymer of the (meth) acrylate and another monomer (in the formula, R1 is an alkyl group having carbon atoms of one or more and four or less, and R2 is a hydrogen atom or a methyl group). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Molecularly Defined Manganese Pincer Complexes for Selective Transfer Hydrogenation of Ketones

For the first time an easily accessible and well-defined manganese N,N,N-pincer complex catalyzes the transfer hydrogenation of a broad range of ketones with good to excellent yields. This cheap earth abundant-metal based catalyst provides access to useful secondary alcohols without the need of hydrogen gas. Preliminary investigations to explore the mechanism of this transformation are also reported.

Umpolung of protons from H2O: A metal-free chemoselective reduction of carbonyl compounds: Via B2pin2/H2O systems

H2O is routinely described as a proton donor, however, in the presence of diboron compounds, the umpolung reaction of H2O under metal-free conditions was successfully developed, which could afford hydride species, leading to a highly efficient and chemoselective reduction of CO bonds. This strategy exhibits excellent chemoselectivities toward carbonyl groups in the presence of ester, olefin, halogen, thioether, sulfonyl, cyano as well as heteroaromatic groups.

Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis. The role of Daucus carota root

A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-α-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-α-methylbenzyl alcohols in excellent enantiomeric excess (>99%).