158261-84-8

Upstream product

• 141-97-9 ethyl acetoacetate 
• 106-49-0 p-toluidine 

Downstream Products

• 145030-73-5 (Z)-2-(2,4-Dibromo-3,6-dihydroxy-phenyl)-3-p-tolylamino-but-2-enoic acid ethyl ester 
• 100618-27-7 ethyl 3-[N-(4-methylphenyl)amino]butanoate 

Relevant academic research and scientific papers

Transformation of One-Dimensional Achiral Structure to Three-Dimensional Chiral Structure: Mechanistic Study and Catalytic Activities of Chiral Structure

We have isolated two copper-based coordination polymers through solvent diffusion and solvothermal methods using copper salt, furan dicarboxylic acid (FDC), 4,4′-bipyridine (bpy) in MeOH/ethylene glycol, and water solvents. Compound 1 is adopting P21/c space group and adopts a one-dimensional wirelike structure with a free carboxylate anion. Compound 2 crystallizes in chiral space group P65. This is a three-dimensional structure with helical chains. This helicity might be the reason for chiral generation and symmetry breaking. We have converted compound 1 to compound 2 using grinding, followed by a solvothermal method. The circular dichroism data of 2 showed that it is an enantioenriched compound. We have shown that compound 2 is a very good catalyst for chemo- and regioselective enamination reaction and for azide-alkyne Huisgen cycloaddition, respectively.

A mild, efficient and environmentally friendly method for the regio- and chemoselective synthesis of enaminones using Bi(TFA)3 as a reusable catalyst in aqueous media

Bismuth(III) trifluoroacetate has been found to be an extremely efficient catalyst for the preparation of β-enaminones in water. In addition, by employing this catalyst, high regio- and chemoselective enamination of carbonyl compounds was achieved.

An efficient method for the enamination of 1,3-dicarbonyl compounds with ceric ammonium nitrate (CAN)

An efficient method for the enamination of 1,3-dicarbonyl compounds by employing ceric ammonium nitrate (CAN) as the catalyst has been described. A variety of β-amino-α,β-unsaturated ketones and esters have been synthesized in excellent yield within a short reaction time under solvent-free conditions.

Solvent-free synthesis of β-enamino ketones and esters catalysed by recyclable iron(III) triflate

A novel application of highly stable Fe(OTf)3 as an efficient catalyst for the synthesis of a variety of β-enamino ketones and esters under solvent-free conditions is described. Notably, this protocol of a "green synthesis", which produced β-enamino ketones and esters by the reaction of a variety of β-dicarbonyl compounds and primary amines, exhibits attractive properties including high yields, short reaction periods, lower loading of catalyst and chemo- and regio-selectivity. In addition, the catalyst was easily recovered from the reaction system and readily reused with minimal loss of activity.

Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones

Hybrid materials have seized attention from scientific community mainly as heterogenic catalysts in organic reactions on a large scale succeeding in some organic compounds with high yields. One of the most important classes of hybrid materials used for this purpose involves the complexation of Zn and aminoacids. Herein, we introduced Zn[Pro]2 and Zn[Gly]2 in the synthesis of several β-enaminones via solvent free protocol and using an ultrasound device.

Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones

Hybrid materials have seized attention from scientific community mainly as heterogenic catalysts in organic reactions on a large scale succeeding in some organic compounds with high yields. One of the most important classes of hybrid materials used for this purpose involves the complexation of Zn and aminoacids. Herein, we introduced Zn[Pro]2 and Zn[Gly]2 in the synthesis of several β-enaminones via solvent free protocol and using an ultrasound device.

A mild method for the synthesis of β-enaminones and β-enamino esters using KH2P04 as catalyst

β-Enaminones and β-enamino esters have been produced by the direct condensation of amines with β-diketones and β-ketoesters using KH2P04 as catalyst under mild, solvent-free conditions.

Enamination of β-dicarbonyl compounds with amines

Enamination of a wide variety of primary amines was successfully described with excellent chemoselectivity in the presence of catalytic amounts of β-cyclodextrin in water under mild conditions. Aliphatic amines also reacted efficiently to produce the corresponding enaminones.

Phosphotungstic acid catalysed synthesis of β-enamino compounds under solvent-free conditions

A convenient eco-friendly procedure has been developed for the synthesis of β-enaminones and β-enamino esters by reacting 1,3-dicarbonyl compounds with amines in the presence of catalytic amounts of phosphotungstic acid (H3PW12O40,1 mol%). The reaction proceeds smoothly at room temperature under solvent-free conditions and gives the corresponding β-enamino compounds in high to excellent yields.

A general and efficient method for the preparation of β-enamino ketones and esters catalyzed by indium tribromide

A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.