34402-91-0

Upstream product

• 108-88-3 toluene 
• 108-59-8 malonic acid dimethyl ester 
• 23786-13-2 methyl p-tolylacetate 
• 616-38-6 carbonic acid dimethyl ester 
• 6773-29-1 dimethyl diazomalonate 
• 624-31-7 4-tolyl iodide 
• 622-47-9 4-tolylacetic acid 
• 553-90-2 Dimethyl oxalate 

Downstream Products

• 127047-04-5 dimethyl 2-methyl-2-(4-methylphenyl)malonate 

Relevant academic research and scientific papers

A concise route towards isoflavans

Isoflavans have gained considerable interest owing to their potential health benefits. Herein, we have presented a straightforward strategy for isoflavans synthesis. The strategy features an intermolecular [Cu]-catalyzed arylation of malonates and an intr

Gold(I)-Catalyzed Enantioselective Desymmetrization of 1,3-Diols through Intramolecular Hydroalkoxylation of Allenes

A gold(I)-catalyzed enantioselective desymmetrization of 1,3-diols was achieved by intramolecular hydroalkoxylation of allenes. The catalyst system 3-F-dppe(AuCl)2 /(R)-C8-TRIPAg proved to be specifically efficient to promote the desymmetrizing cyclization of 2-aryl-1,3-diols, which have proven challenging substrates in previous reports. Multisubstituted tetrahydrofurans were prepared in good yield with good enantioselectivity and diastereoselectivity by this method.

Protonation and transformations of α-diazo-β-dicarbonyl compounds in superacids: generation of the strongest carbon-centered cationic electrophiles at the protonation of diazomalonates in Friedel–Crafts reactions

Protonation of diazodiketones N2C(COR)2in Br?nsted superacids (TfOH, FSO3H, TfOH–SbF5) gives rise to stable and non-reactive O,O-diprotonated at carbonyl oxygens species N2C(C(=OH+)R)2, which were studied by means of1H and13C NMR. Diazomalonates N2C(CO2Alk)2, contrary to diazodiketones, react with TfOH or HF, releasing nitrogen and producing triflates of oxymalonates TfOCH(CO2Alk)2or fluoromalonates FCH(CO2Alk)2, respectively. Diazoketoesters N2C(COR)(CO2Alk) react in the same way only with TfOH, but not with HF. The reactions of diazomalonates with arenes ArH (benzene, toluene, xylenes) in TfOH solution yield corresponding Friedel–Crafts reaction products ArCH(CO2Alk)2. According to performed DFT calculations, trication+CH(C(=OH+)OMe)2, a possible intermediate, which is derived from protonation of dimethyl diazomalonate, should be the strongest cationic carbon-centered electrophile known up to date.

Palladium-catalyzed decarboxylative [4 + 1] cyclization of γ-methylidene-δ-vaierolaetones with isocyanides

A palladium-catalyzed decarboxylative cyclization of γ-methylidene- δ-valerolactones with isocyanides has been developed to afford conjugated cyclopentenimines under mild conditions. Some preliminary results toward the development of an asymmetric variant have also been described. Copyright

Microbial asymmetric decarboxylation of fluorine-containing arylmalonic acid derivatives

α-Methyl-α-(trifluoromethylphenyl)malonic acids have been incubated with Alcaligenes bronchisepticus to afford optically active α-arylpropionic acids.Generally, the chemical and optical yields of the reaction products were higher when the substituents on the aromatic ring were strongly electron-withdrawing.Decarboxylation of α-fluoro-α-phenylmalonic acid with the aid of the same bacterium afforded optically active α-fluoro-α-phenylacetic acid.

Anti-mycobacterial 4-hydroxy-3-phenylpyridin-2(1H)-ones

4-Hydroxy-3-phenylpyridin-2 (1H)-ones with different substituents either at N-1 or in the phenyl group were synthesized by reaction of ethyl β-aminocrotonates with dialkyl malonates or 'magic malonates' (2,4,6-trichlorophenyl malonates).The evaluation of these compounds on Mycobacterium tuberculosis H37Ra, Escherichia coli B and Staphylococcus aureus ATCC 25923 showed significant inhibitory effects on M tuberculosis (5g and 5s, MIC=8μg/ml).A structure-activity relationship is discussed.

DIMETHYL ARYLMALONATES FROM CERIUM(IV) AMMONIUM NITRATE PROMOTED REACTIONS OF DIMETHYL MALONATE WITH AROMATIC COMPOUNDS IN METHANOL

Aromatic compounds undergo homolytic malonylation by reaction with cerium(IV) ammonium nitrate and dimethyl malonate in methanol at room temperature.