776297-01-9

Upstream product

• 13669-10-8 ethyl 2-thenoylacetate 
• 100-44-7 benzyl chloride 
• 591-50-4 iodobenzene 
• 1202634-50-1 ethyl 2-(2-thiophenecarbonyl)-3-phenylacrylate 
• 100-39-0 benzyl bromide 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 301164-69-2 (1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone 

Downstream Products

• 109399-10-2 4-benzyl-2-(1-methyl-[4]piperidyl)-5-[2]thienyl-1,2-dihydro-pyrazol-3-one 

Relevant academic research and scientific papers

Catalytic asymmetric construction of C-4 alkenyl substituted pyrazolone derivatives bearing multiple stereoelements

An organocatalytic asymmetric process was reported for the sterically precise construction of C-4 alkenyl substituted pyrazolone derivatives bearing multiple stereoelements. A series of interesting products featuring the union of a centrally chiral pyrazolone moiety and an axially chiral styrene unit were obtained in high yield with excellent diastereoselectivity and enantioselectivity (up to 99% ee, >20?:?1 dr). The process has the characteristics of mild reaction conditions, simple operation and broad substrate scope. The result of gram-scale reaction indicates that the reaction has good practicability.

Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution

An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the stereoselectivity.

Method for preparing alpha-alkyl-beta-ketone ester compound

The invention discloses a method for preparing an alpha-alkyl-beta-ketone ester compound shown as a formula (I). The method comprises the following steps: a 1,4-dihydropyridine ester compound shown asa formua (III) is taken as a reducing agent, and under existence of a Lewis acid catalyst, a compound in a formula (II) is subjected to a reduction reaction to obtain the alpha-alkyl-beta-ketone ester compound shown as the formula (I). The method has the advantages of simple operation, mild condition and environmental protection, and is suitable for a plurality of substrates, and the yield can reach as highest as 95%. By using the method of the invention, a plurality of alpha-alkyl-beta-ketone ester compounds can be efficiently prepared, types of medical intermediates are enriched, and the method has an excellent industrial application prospect.

Thiourea catalysed reduction of α-keto substituted acrylate compounds using Hantzsch ester as a reducing agent in water

The first method for the reduction of α-keto substituted acrylate compounds by Hantzsch ester in water under the catalysis of thiourea has been developed. The products were isolated in moderate to high yields (38-95%). These products are important intermediates in the synthesis of a series of natural products and other biologically active molecules.

Heck reaction of Baylis-Hillman adducts with iodobenzenes using a catalytic amount of Pd/C under solvent-free conditions

The reaction of Baylis-Hillman adducts with iodobenzenes using commercially available palladium-on-carbon as a catalyst under solvent-free conditions afforded the corresponding coupling products, α-benzyl-β-keto esters, in high to excellent yields. The reactions are very efficient.

Preparation of β-keto esters and β-diketones by C-acylation/deacetylation of acetoacetic esters and acetonyl ketones with 1-acylbenzotriazoles

Acyl-, aroyl-, and heteroaroyl-acetic esters 6a-f and 8a-1 are prepared by reactions of 1-acylbenzotriazoles 1a-k with acetoacetic esters 5 or 7a,b in the presence of sodium hydride followed by regioselective deacetylation. Similar C-acylation/deacetylati