2653-46-5

Upstream product

• 591-87-7 Allyl acetate 
• 99-94-5 p-Toluic acid 
• 16518-25-5 potassium p-methyl benzoate 
• 106-95-6 allyl bromide 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 107-18-6 allyl alcohol 
• 107-05-1 3-chloroprop-1-ene 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 14506-32-2 1-(4-nitrophenyl)but-3-en-1-ol 
• 106800-23-1 4-hydroxy-4-(2,4,6-trimethoxyphenyl)but-1-ene 
• 57677-55-1 1-(3,4,5-trimethoxyphenyl)but-3-en-1-ol 
• 24165-60-4 1-(4-methoxyphenyl)but-3-en-1-ol 
• 1023294-87-2 1-(2,4-dimethoxyphenyl)but-3-en-1-ol 

Downstream Products

• 538-39-6 1,2-di-p-tolylethane 
• 99-94-5 p-Toluic acid 
• 77383-08-5 3-methyl-1-phenylhex-5-ene-3-ol 
• 1123-34-8 1-allyl-1-cyclohexanol 
• 1262867-17-3 (E)-propenyl 4-methyl benzoate 
• 1372715-46-2 1-methoxy-1-oxo-2-phenylpent-4-en-2-yl 4-methylbenzoate 
• 1344667-77-1 2-allyl-4-methylbenzoic acid 
• 1344667-78-2 2,6-diallyl-4-methylbenzoic acid 

Relevant academic research and scientific papers

Versatile Heterogeneous Palladium Catalysts for Diverse Carbonylation Reactions under Atmospheric Carbon Monoxide Pressure

Herein, we report a versatile carbonylation protocol using heterogeneous Pd0 nanoparticles supported on the metal–organic frameworks (MOFs) MIL-88B-NH2 (Fe/Cr). The synthesis of a vast array of carbonyls, which includes amides, esters, carboxylic acids, and α-ketoamides, was achieved through mono- and dicarbonylation reactions. The selectivity could be controlled simply by tuning the reaction conditions. Superior activity and selectivity were recorded in some cases compared to that achieved with commercial Pd/C. However, the utility of an elaborate catalyst support is questionable and important reactivity and recyclability issues are discussed.

Palladium-catalyzed allylic esterification via C-C bond cleavage of a secondary homoallyl alcohol

Palladium-catalyzed allylic esterifications of secondary homoallyl alcohols with acids via sequential retro-allylation and esterification are demonstrated, affording the corresponding allyl ester in up to 99% yield. The electron effect of the substituent of the secondary alcohol was found to be crucial to the selective C-C bond cleavage.

Synthesis of unsaturated esters via highly efficient esterification catalyzed by polymer grafted quarternary ammonium salts as triphase catalysts

A series of unsaturated esters were prepared via condensation of sodium carboxylates and alkenyl halide under the condition of macroporous polystyrene grafted quarternary ammonium salt as recyclable phase transfer catalyst, NaI as co-catalyst, Cu powder as inhibitor and H2O as solvent. Under optimal conditions, products yields are 78.2～ 96.0%. The catalyst can be convenient recycled and reutilized for about five times without losing its activity obviously.

Organocatalyzed anodic oxidation of aldehydes

A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H2 gas as a result of cathodic reduction.

Palladium-catalyzed divergent reactions of α-diazocarbonyl compounds with allylic esters: Construction of quaternary carbon centers

Take two: α-Diazocarbonyl compounds display a diverse pattern of reactivity upon palladium-catalyzed reaction with esters. Esters bearing an alkynyl group on the carbonyl carbon atom lead to two different C-C bonds at the same carbon atom in a single operation through decarboxylation and migratory insertion, whereas aromatic and benzylic acid derivatives afford aromatic and benzylic esters bearing an O-substituted quaternary carbon center. Copyright

Rhenium-catalyzed allylation of C-H bonds of benzoic and acrylic acids

We have succeeded in the allylation of aromatic and olefinic C-H bonds of benzoic and acrylic acids using a rhenium catalyst, Re2(CO) 10. In this reaction, isomerization of the introduced allyl group to the 1-propenyl group did not occur.

Toluates: unexpectedly versatile reagents

The mechanism of the monoelectronic reduction of aromatic esters has been investigated. The unexpected synthetic utility of the toluate moiety in the deoxygenation of alcohols and the allylation of ketones is also reported. Finally, the use of aromatic esters as robust, though easily removable, protecting groups is depicted.

Protic acid immobilized on solid support as an extremely efficient recyclable catalyst system for a direct and atom economical esterification of carboxylic acids with alcohols

(Chemical Equation Presented) A convenient and clean procedure of esterification is reported by direct condensation of equimolar amounts of carboxylic acids with alcohols catalyzed by an easy to prepare catalyst system of perchloric acid immobilized on silica gel (HClO4-SiO2). The direct condensation of aryl, heteroaryl, styryl, aryl alkyl, alkyl, cycloalkyl, and long-chain aliphatic carboxylic acids with primary/secondary alkyl/cycloalkyl, allyl, propargyl, and long-chain aliphatic alcohols has been achieved to afford the corresponding esters in excellent yields. Chiral alcohol and N-t-Boc protected chiral amino acid also resulted in ester formation with the representative carboxylic acid or alcohol without competitive N-t-Boc deprotection and detrimental effect on the optical purity of the product demonstrating the mildness and chemoselectivity of the procedure. The esters of long-chain (>C10) acids and alcohols are obtained in high yields. The catalyst is recovered and recycled without significant loss of activity. The industrial application of the esterification process is demonstrated by the synthesis of prodrugs of ibuprofen and a few commercial flavoring agents. Other protic acids such as H2SO4, HBr, TfOH, HBF4, and TFA that were adsorbed on silica gel were less effective compared to HClO4-SiO2 following the order HClO4-SiO 2 ? H2SO4-SiO2 > HBr-SiO 2 > TfOH-SiO2 ? HBF4-SiO2 ≈ TFA-SiO2. When HClO4 was immobilized on other solid supports the catalytic efficiency followed the order HClO4-SiO 2 > HClO4-K10 > HClO4-Al 2O3 (neutral) > HClO4-Al2O 3 (acidic) > HClO4-Al2O3 (basic).

Synthesis of para-substituted bicyclo[2.2.1]hept-5-en-2-ylmethyl benzoates

para-Substituted bicyclo[2.2.1]hept-5-en-2-ylmethyl benzoates were synthesized by the Diels-Alder reaction of cyclopentadiene with the corresponding para-substituted allyl benzoates, and optimal reaction conditions were found. The product structure was confirmed by independent synthesis and IR and 1H NMR spectroscopy.

Synthesis and photostabilizing properties of hexachlorobicyclo[2.2.1]hept- 5-enylmethyl esters of substituted benzoic acids

Polychlorinated bicyclic esters of p-substituted benzoic acids were prepared by the Diels-Alder reaction of hexachlorocyclopentadiene with allyl esters of p-substituted benzoic acids. Some of the adducts synthesized were tested as photostabilizers for polyethylene-based polymer formulations.