15802-62-7

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 141-97-9 ethyl acetoacetate 
• 100-46-9 benzylamine 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 100-52-7 benzaldehyde 
• 598-55-0 methyl carbamate 
• 87696-57-9 ethyl 2-(trimethylsilyl)-3-methyl-3-pentenoate 
• 14491-02-2 2,2-dimethyl-3-phenyl-2H-azirine 

Downstream Products

• 111853-33-9 2-carbamoylmethylthio-6-methyl-4-phenyl-5-ethoxycarbonyl-3-cyano-1,4-dihydropyridine 
• 118645-01-5 4,7,7-Tricyano-3-imino-1-methyl-5-phenyl-2-oxa-bicyclo[2.2.1]heptane-6-carboxylic acid ethyl ester 
• 98050-63-6 5-Ethoxycarbonyl-6-hydroxy-2,6-dimethyl-4-phenyl-1,4,5,6-tetrahydropyrimidine 
• 89434-90-2 3-carbamoyl-4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropyridin-2-one 
• 123043-88-9 5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione 
• 6265-29-8 3-ethoxycarbonyl-4,6-diphenyl-2,6-hexanedione 
• 6287-66-7 ethyl 2-oxo-4,6-diphenylcyclohex-3-enecarboxylate 
• 1010397-20-2 dimethyl 4-acetyl-5-ethoxy-3-phenylfuran-2,2(3H)-dicarboxylate 
• 1010397-22-4 (E)-4-ethyl-1,1-dimethyl 3-methylbenzo[c]oxepine-1,1,4(3H)-tricarboxylate 
• 7334-52-3 benzaldehyde diethyldithioacetal 

Relevant academic research and scientific papers

Synthesis, characterization, crystal structure, Hirshfeld surface analysis, antioxidant properties and DFT calculations of a novel pyrazole derivative: Ethyl 1-(2,4-dimethylphenyl)-3-methyl-5-phenyl-1H-pyrazole-4-carboxylate

An effective route for the direct synthesis of substituted pyrazole through 3+2 annulation method was described. (E)-ethyl 2-benzylidene-3-oxobutanoate was prepared from ethyl acetoacetate and benzaldehyde via Knoevenagel approach. The cyclocondensation r

Amino-based metal-organic frameworks as stable, highly active basic catalysts

Metal-organic frameworks (MOFs) with non-coordinated amino groups, i.e. IRMOF-3 and amino-functionalized MIL-53, are stable solid basic catalysts in the Knoevenagel condensation of ethyl cyanoacetate and ethyl acetoacetate with benzaldehyde. IRMOF-3D

Immobilized proton sponge on inorganic carriers: The synergic effect of the support on catalytic activity

1,8-bis(dimethylaminonaphthalene) (DMAN), a proton sponge, was grafted onto amorphous and pure-silica MCM-41. The results show that DMAN supported on MCM-41 is an excellent base catalyst for the Knoevenagel condensation between benzaldehyde and different active methylene compounds as well as for the Claisen-Schmidt condensation of benzaldehyde and 2′-hydroxyacetophenone to chalcones and flavanones. The influence of the solvent and the polarity of the support on the activity of the catalysts was studied. It was found that the activity of the supported catalyst is directly related to the polarity of the inorganic support. Moreover, the support can also preactivate the reagents by interaction of the carbonyl groups with the weakly acidic silanol groups of the MCM-41. This preactivation step enables DMAN, anchored onto MCM-41, to abstract protons with a higher pKa than that of the DMAN. Finally, the study of the deactivation and recycling of the DMAN anchored onto MCM-41 catalysts showed that it is a stable material with respect to deactivation and leaching and results in comparable rates in successive batch reactions.

The Knoevenagel reaction in water catalyzed by zwitterionic liquids

Three hydroxyl functionalized zwitterionic liquids (ZILs) were found to be novel recyclable catalysts for the Knoevenagel condensation between aldehydes or ketones and active methylene compounds in aqueous medium. Both aldehydes and ketones gave satisfactory results. The products could simply be separated from the catalysts/water, and the catalysts could be recycled six times without noticeably decreasing the catalytic activity.

Binary caesium-lanthanum oxide supported on MCM-41: A new stable heterogeneous basic catalyst

Heterogeneous mesoporous stable basic catalysts have been prepared by wet or solid-state impregnation of MCM-41 with caesium acetate and lanthanum nitrate followed by thermal decomposition. 133Cs MAS NMR data of CsLa/MCM-41 show an increase in

On the enantioselective phosphoric-acid-catalyzed hantzsch synthesis of polyhydroquinolines

A reinvestigation of a chiral phosphoric-acid-catalyzed four-component Hantzsch enantioselective synthesis of polyhydroquinolines reported in 2009 is presented. In our hands, when the reaction was performed with fidelity to the original report using a chiral enantiopure phosphoric acid catalyst, no enantioselectivity was observed. Unlike in the original report, enantioselectivity results are backed by baseline separation of the enantiomers by HPLC analyses on chiral stationary phase with UV and chiroptical detection.

Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction

An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-s

Highly Active Bisamino Functionalized Zr(IV)-UiO-67 Metal-Organic Framework for Cascade Catalysis

This work reports the synthesis and characterization of Zr(IV)-based UiO-67-(NH2)2 (called 1) metal-organic framework. Activated 1 (named 1') was shown to be an efficient tandem catalyst in the conversion of benzaldehydedimethyl acet

Highly Efficient Synthesis of Substituted 3,4-Dihydropyrimidin-2-(1H)-ones (DHPMs) Catalyzed by Hf(OTf)4: Mechanistic insights into reaction pathways under metal Lewis acid catalysis and solvent-free conditions

In our studies on the catalytic activity of Group IVB transition metal Lewis acids, Hf(OTf)4 was identified as a highly potent catalyst for”one-pot, three-component” Biginelli reaction. More importantly, it was found that solvent-free conditions, in contrast to solvent-based conditions, could dramatically promote the Hf(OTf)4-catalyzed formation of 3,4-dihydro-pyrimidin-2-(1H)-ones. To provide a mechanistic explanation, we closely examined the catalytic effects of Hf(OTf)4 on all three potential reaction pathways in both “sequential bimolecular condensations” and “one-pot, three-component” manners. The experimental results showed that the synergistic effects of solvent-free conditions and Hf(OTf)4 catalysis not only drastically accelerate Biginelli reaction by enhancing the imine route and activating the enamine route but also avoid the formation of Knoevenagel adduct, which may lead to an undesired byproduct. In addition, 1H-MMR tracing of the H-D exchange reaction of methyl acetoacetate in MeOH-d4 indicated that Hf(IV) cation may significantly accelerate ketone-enol tautomerization and activate the β-ketone moiety, thereby contributing to the overall reaction rate.

The Employment of Sodium Hydride as a Michael Donor in Palladium-catalyzed Reductions of α, β-Unsaturated Carbonyl Compounds

Sodium hydride was employed as a Michael donor under the catalysis of PdCl2 for 1,4-conjugate reductions of α, β-unsaturated carbonyl compounds, which features operational simplicity, mild conditions and high atom-economy. The merits of NaH as a reductant were demonstrated by the one-pot or cascade reactions for the syntheses of complex molecules. (Figure presented.).