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• 108-91-8 cyclohexylamine 
• 123-54-6 acetylacetone 
• 538-75-0 dicyclohexyl-carbodiimide 
• 1510707-07-9 C₁₀H₁₇NO 
• 59487-13-7 N-tert-butyl-4-amino-3-penten-2-one 
• 7294-89-5 4-(phenylamino)pent-3-en-2-one 
• 59487-11-5 N-isopropyl-4-amino-3-penten-2-one 

Downstream Products

• 18788-12-0 1-Acetyl-2-cyclohexylamino-propan-2-phosphorigsaeure 
• 1383844-30-1 C₂₁H₂₅NO 
• 7294-89-5 4-(phenylamino)pent-3-en-2-one 
• 59487-11-5 N-isopropyl-4-amino-3-penten-2-one 
• 207619-91-8 N,N’-dicyclohexyl-4-amino-3-penten-2-imine 
• 1510680-78-0 C₁₅H₂₆N₂ 
• 1510677-67-4 C₁₆H₂₈N₂ 
• 166660-71-5 N,N’-diisopropyl-4-amino-3-penten-2-imine 
• 19164-92-2 2-(phenyl)amino-4-(phenyl)imino-2-pentene 
• 917971-62-1 C₁₂H₂₄N₂ 
• 112722-72-2 1-(1-cyclohexyl-2-methyl-1H-pyrrol-3-yl)ethan-1-one 
• 769122-08-9 3-(1-cyclohexylamino-ethylidene)-hex-5-yn-2-one 
• 1236130-45-2 diethyl 4-acetyl-1-cyclohexyl-5-methyl-1H-pyrrole-2,3-dicarboxylate 

Relevant academic research and scientific papers

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.

Redox Property of Enamines

Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.

β-Enaminone Synthesis from 1,3-Dicarbonyl Compounds and Aliphatic and Aromatic Amines Catalyzed by Iron Complexes of Fused Bicyclic Imidazo[1,5-a]pyridine Derived N-Heterocyclic Carbenes

A series of Fe–NHC complexes (1–2)c of the fused bicyclic imidazo[1,5-a]pyridine framework of the type [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} successfully carried out the synthesis of β-enamino ketones (3–10) and (17–27) and β-enamino esters (11–16) and (28–36) by the condensation of acyclic and cyclic 1,3-dicarbonyl compounds and various aliphatic and aromatic amines in the presence of light irradiation. Quite significantly, the catalytically relevant substrate adduct species of the type [CpFe(NHC)(acac)] (2e) and the product adduct species of the type [CpFe(NHC)(β-enaminone)] (2f) of the Fe–NHC precatalyst (2c) have been detected by mass spectrometry study. The [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} complexes were obtained from their respective N–heterocyclic carbene precursors namely, the 2-R-imidazo[1,5-a]pyridin-2-ium chloride {R = mesityl (1a), nPr (2a)} by the reaction with CpFe(CO)2I in the presence of KN(SiMe3)2 followed by the salt metathesis reaction with AgBF4.

Synthesis, Characterization, and Thermal Properties of N -alkyl β-Diketiminate Manganese Complexes

A series of N,N′-dialkyl-β-diketiminato manganese(II) complexes was synthesized and characterized by single crystal X-ray diffraction, UV-vis and FTIR spectroscopy, and then assayed for volatility, thermal stability, and surface reactivity relevant to vap

Effect of solvent ratio and counter ions on the morphology of copper nanoparticles and their catalytic application in β-enaminone synthesis

This work reports the synthesis of shape selective copper nanoparticles (NPs) using a microwave irradiation method, using diverse ratios of an ethylene glycol (EG)/water system. The solvent ratio of EG/water plays a pivotal role in the selective formation of CuO NPs. The alteration of the counter ion of the copper precursor leading to the selective synthesis of copper (CuO, Cu2O, Cu(OH)2) NPs has been observed. The synthesized copper NPs are well characterized using FEG-SEM, TEM, XRD, XPS, NH3-TPD and BET surface area. The prepared CuO NPs show high activity towards the synthesis of β-enaminones and β-enamino esters from 1,3 diketones and amines.

Bimetallic Ag-Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds

Bimetallic nanoparticles, particularly those based on copper, have recently attracted a great deal of attention for the development of low cost and highly active catalysts due to the synergistic interaction between individual metal components. In this work, bimetallic Ag-Cu alloy nanoparticles were explored as a highly active and reusable catalyst for the enamination of 1,3-dicarbonyls using diverse amines. The nanocatalysts were intensively characterized by ultraviolet-visible (UV-Vis) spectroscopy, X-ray diffraction (XRD), high-resolution transmission electron microscopy-energy-dispersive spectroscopy (HRTEM-EDS) and valence band and core level X-ray photoelectron spectroscopy (XPS) to study the effect of the bimetallic structure and composition. In comparison to monometallic Ag and Cu nanoparticles, the alloyed Ag-Cu nanoparticles showed a high catalytic performance and the resultant catalytic activity was dependant on the Ag to Cu ratio. This enhanced catalytic activity should be related to the electronic interaction between Ag and Cu nanoparticles formed due to the intimate contact between them. Our study may serve as a foundation for designing efficient alloyed nanocatalysts for fine chemical synthesis via enamination reactions.

Fabrication of Ag/γ-Fe2O3@TiO2 hollow magnetic core-shell nanospheres as highly efficient catalysts for the synthesis of β-enaminones

Herein, we describe a method to prepare hollow magnetic mesoporous sphere catalysts (Ag/γ-Fe2O3@meso-TiO2). The core-shell strategy efficiently prevents the aggregation of Ag NPs in the high temperature calcination process and the leaching of Ag NPs for the catalytic reaction in the liquid phase. The catalyst is characterized by TEM, XRD and ICP-AES. Moreover, the catalyst exhibited improved activity for the synthesis of β-enaminones, and it could be easily recovered by an external magnet from the reaction mixture and recycled five times without any significant loss in 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.

A new method for the enamination of 1,3-dicarbonyl compounds catalyzed by laccase in water

A new method for the enamination of 1,3-dicarbonyl compounds catalyzed by laccase in water is described for the first time. Besides providing a green and efficient method for the synthesis of enaminones, this study extends the applicability of laccase in

Novel syntheses of symmetric Alkyl-substituted β-Diketimines with Dimethylsulfate assisted by microwave

We present an efficient and new preparative method for the symmetric β-diketimines assisted by microwave. A series of N,N'-symmetrically alkyl substituted β-diketimines have been synthesized from the reaction of Oacylation with dimethylsulfate. Higher rep