1218-85-5

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 620-23-5 m-tolyl aldehyde 

Downstream Products

• 143546-90-1 {3-[2-(4,5-Di-m-tolyl-oxazol-2-yl)-ethyl]-phenoxy}-acetic acid methyl ester 
• 64196-54-9 3,3'-Dimethyldesoxybenzoin 
• 1062158-58-0 2-hydroxy-1,2-di-m-tolyl-pent-4-en-1-one 
• 4463-26-7 3,3'-dimethylbenzil 
• 87383-52-6 2,3-Bis(3-methylphenyl)chinoxalin 
• 1591704-20-9 (S)-1,2-bis(3-methylphenyl)-2-oxoethyl butyrate 
• 1293372-50-5 (4S,5R)-4,5-bis-(3-methylphenyl)-[1,2,3]oxathiazolidine 2,2-dioxide 
• 1293372-37-8 4,5-bis-(3-methylphenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide 
• 87383-62-8 4,5-Bis(3-methylphenyl)-2-thiophencarbonsaeure 
• 87383-64-0 2,3-Bis<3-(brommethyl)phenyl>thiophen 
• 87383-60-6 <2>(1,3)Benzeno<0>(2,3)thiopheno<0>(1,3)benzenophan 

Relevant academic research and scientific papers

Oxidation of benzoins to benzils using sodium hydride

A highly efficient and eco-friendly oxidation of benzoins 1 to benzils 2 using sodium hydride has been developed.

Organocatalytic Synthesis of Substituted Vinylene Carbonates

The organocatalytic synthesis of substituted vinylene carbonates from benzoins and acyloins was studied using diphenyl carbonate as a carbonyl source. A range of N-Heterocyclic Carbene (NHC) precursors were screened and it was found that imidazolium salts were the most active for this transformation. The reaction occurs at 90 °C under solvent-free conditions. A wide range of substituted vinylene carbonates (symmetrical and unsymmetrical, aromatic or aliphatic), including some derived from natural products, were prepared with 20–99% isolated yields (24 examples). The reaction was also developed using thermomorphic polyethylene-supported organocatalysts as recoverable and recyclable species. The use of such species facilitates the workup and allows the synthesis of vinylene carbonates on the preparative scale (>30 g after 5 runs). (Figure presented.).

Isostructurality of quinoxaline crystal phases: The interplay of weak hydrogen bonds and halogen bonding

Tailoring the physical properties of molecular crystals though the construction of solid solutions requires the existence of isostructural crystals. Simple substitutions of a given molecular framework can give a range of different crystal structures. A se

Preparation and Application of Silica Films Supported Imidazolium-Based Ionic Liquid as Efficient and Recyclable Catalysts for Benzoin Condensations

Abstract: Two silica films -immobilized imidazolium-based ionic liquids (TMICl @silica films) were prepared, characterized and utilized as efficient catalysts for the benzoin reaction. Combined characterization results from FT-IR, elemental analysis, N2 adsorption–desorption isotherms and SEM, suggested that the imidazolium-based ionic liquids were successfully immobilized on the silica films. Moreover, the catalytic performance tests demonstrated that silica films immobilized imidazolium-based ionic liquids (ILs) exhibited excellent activity for the benzoin reactions of aromatic aldehydes. The influence of catalyst concentration, temperature and reaction duration on the catalytic activity were investigated by employing 0.7TMICl @silica film(catalyst C) as the catalyst. The results also showed that the benzoin condensations of aromatic aldehydes could give desired products with satisfactory yields under the optimized conditions. Additionally, the catalyst can be effortlessly separated by filtration and reused more than five times without significant loss of activity. Graphic Abstract: [Figure not available: see fulltext.]

Benzoin compound preparing method

The invention provides a benzoin compound preparing method. Specifically, the benzoin compound preparing method takes mesoporous material immobilized imidazolium salt ion liquid as catalysts to catalyze aromatic aldehydes into various benzoin compounds. T

Highly efficient asymmetric hydrogenation of cyano-substituted acrylate esters for synthesis of chiral γ-lactams and amino acids

A highly efficient and enantioselective synthesis of γ-lactams and γ-amino acids by Rh-catalyzed asymmetric hydrogenation has been developed. Using the Rh-(S,S)-f-spiroPhos complex, under mild conditions a wide range of 3-cyano acrylate esters including both E and Z-isomers and β-cyano-α-aryl-α,β-unsaturated ketones were first hydrogenated with excellent enantioselectivities (up to 98% ee) and high turnover numbers (TON up to 10 000).

Unexpected transformation of aldehydes into benzoins with Copper(I)/Samarium

The reductive coupling of aldehydes to afford pinacolic alcohols using all kinds of reducing agents involving samarium is well known. In this report, however, treatment of aromatic aldehydes with Cu(I)/Sm system produces benoins and/or benzils in good yields. A possible mechanism is proposed where Cu(I) not only activates the Sm metal but also promotes the dehydrogenation of the intermediates, during which a Cu(III) species may be involved. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Synthesis of new chiral keto alcohols by baker's yeast

Fourteen chiral α- and β-keto alcohols 2a-2r were synthesized by the asymmetric reduction of their corresponding diketones 1a-1r via baker's yeast. In addition, ten corresponding racemic α-keto alcohols were synthesized by the benzoin condensation of their corresponding aldehydes, which were used for the determination of the ee values through their chiral resolution on chiral HPLC. Amongst the 15 diketones, 1j and chiral α-keto alcohols 2i, 2j and chiral β-keto alcohol 2r are novel compounds. Six keto alcohols 2b, 2c, 2d, 2f, 2h and 2p were synthesized by baker's yeast for the first time. There are some studies in the literature where baker's yeast was applied to the diketones 1a, 1g, 1e, 1k and 1n under various conditions different to those reported herein. The yields and the ee values of these studies were not as high as ours. All of the keto alcohols synthesized were characterized by IR, NMR (1H and 13C), and MS. The relationship between the structure of the diketone and the yield, diastereoselectivity and enantiomeric excess is also discussed.

An eco-friendly method for synthesis of symmetrical and unsymmetrical benzoin derivatives

A rapid, highly efficient and mild green synthesis of symmetrical and unsymmetrical benzoin derivatives was achieved from the reaction of benzaldehyde derivatives with potassium cyanide in dimethyl sulfoxide under argon gas and ultrasound. This simple method affords benzoin derivatives at room temperature in short reaction times with high yield and purity.

Synthesis of imidazolium and pyridinium-based ionic liquids and application of 1-alkyl-3-methylimidazolium salts as pre-catalysts for the benzoin condensation using solvent-free and microwave activation

An efficient one-pot procedure for the synthesis of ionic liquids based on nitrogen-containing heterocycles, imidazolium or pyridinium under 'green chemistry' conditions has been described. Imidazolium salts and DBU have been found to catalyze efficiently the benzoin condensation giving good yields within very short reaction time using solvent-free microwave activation conditions.