26567-78-2Relevant articles and documents
Passerini/tsuji–trost strategy towards pyrrole derivatives
Narboni, Noisette,El Kaim, Laurent
, p. 4242 - 4246 (2017)
The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.
Reactivity of chloroacetylated β-enamino compounds. Synthesis of heterocycles
Braibante, Mara E.F.,Braibante, Hugo T.S.,Costa, Carla C.,Martins, Demétrius B.
, p. 8079 - 8081 (2002)
Ethyl (E)-(3-amino substituted)-2-chloroacetyl-2-butenoates 2c-g, N-[(Z)-1-methyl-3-oxo-1-butenyl]-2-chloroacetamide 3a and ethyl (Z)-3-chloromethyl carboxamino-2-butenoate 3c, have been prepared from β-amino α,β-unsaturated ketone 1a and esters 1c-g and chloroacetyl chloride. The reactivity of these compounds was studied by the reactions with binucleophiles, such as hydrazine and hydroxylamine, to evaluate the electrophilic centers in the formation of the polyfunctionalized heterocyclic compounds.
Metal coordination compound, intermediate, preparation method and application thereof
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Paragraph 0314; 0322-0323; 0325, (2021/02/24)
The invention discloses a metal coordination compound, an intermediate, a preparation method and application thereof, and provides a metal coordination compound I, which can be independently used forcatalyzing ethylene homopolymerization or used for catal
Synthesis of multilayer polymer-immobilised nanosilver for catalytic study in condensation reaction of aniline and acetylacetone
Basu, Jayanta Kumar,Maji, Nitai Chandra,Sengupta, Sonali,Supriya
, (2020/07/03)
Abstract: Silver nanoparticles were synthesized in green route with non-hazardous polyvinyl alcohol and polyvinylpyrrolidone as stabilizing as well as reducing agents and water as green solvent. This silver nanoparticle-embedded polymer composite film, Ag/PVA–PVP was characterized by UV–Vis spectroscopy, SEM and TEM. The catalytic activity of this film was evaluated in reduction of p-nitrophenol, acylation of aniline and synthesis of a β-enaminone, 4-phenylamino-pent-3-en-one with appreciably good results. β-enaminone synthesis reaction was chosen to study the effects of kinetic parameters such as reactant quantity, catalyst loading, solvents and temperatures. In a typical reaction, 89% conversion was achieved. A probable chemical reaction mechanism is suggested. Kinetic model fitting for the synthesis of β-enaminone reaction was done for the first time here. Heterogeneous kinetic model following Eley-Rideal pathway showed an excellent data fitting for the reaction. The rate law parameters were estimated. Graphic abstract: Scheme. Synthesis and catalytic application of multilayer polymer-immobilised nanosilver in condensation reaction of aniline and acetylacetone.[Figure not available: see fulltext.].
Highly efficient and facile synthesis of β-enaminones catalyzed by diphenylammonium triflate
Zhao, Ting-Ting,Song, Jiang-Long,Hong, Feng-Qing,Xia, Jian-Sheng,Li, Jian-Jun
, p. 2857 - 2868 (2019/08/21)
Abstract: The catalytic performance of diphenylammonium triflates as an organocatalyst in the synthesis of β-enaminones from various substituted β-diketones and amides (or amines) were evaluated. A wide range of β-enaminones were efficiently synthesized in good to excellent yields under mild reaction conditions. Applying diphenylammonium triflate (DPAT) as catalyst makes this protocol cost-effective, low corrosive and easy to handle. Graphic abstract: [Figure not available: see fulltext.].
Redox Property of Enamines
Li, Yao,Wang, Dehong,Zhang, Long,Luo, Sanzhong
, p. 12071 - 12090 (2019/10/11)
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.
Electrochemical behaviour of amino substituted β-amino α,β-unsaturated ketones: A computational chemistry and experimental study
Ngake, Tankiso Lawrence,Potgieter, Johannes Hermanus,Conradie, Jeanet
, p. 1070 - 1082 (2019/01/05)
The synthesis, identification and electrochemical properties are reported here, for a series of five novel and seven known amino substituted β-amino α,β-unsaturated ketones (bidentate N,O-ligands) of the type CH3COCHC(NHR)CH3, where R = H, Ph, CH2Ph, CH(CH3)2, p-CF3-Ph or p-tBu-Ph (Series 1), as well as type PhCOCHC(NHR)CH3, where R = H, Ph, p-NO2-Ph, 3,5-di-Cl-Ph, 2-CF3-4-Cl-Ph, and also PhCOCHC(NHPh)CF3 (Series 2). The cyclic voltammograms measured in CH3CN, generally exhibit both a chemically and electrochemically irreversible reduction peak between ?1.2 V and ?3.1 V vs FcH/FcH+, producing an unstable radical anion, for most of these 1,3-amino ketones. Only ligands PhCOCHC(NHPh)CH3, PhCOCHC(NHPh)CF3 and PhCOCHC(NH(p-NO2-Ph))CH3, showed reversible electrochemical behaviour, at higher scan rates. Density functional theory (DFT) calculations proved the unpaired spin density in the radical anion to be distributed over the pseudo-aromatic O–C–C–C–N backbone of the 1,3-amino ketones, extending further over the phenyl rings of the phenyl-containing ligands. Various DFT calculated energies, such as the energy of the lowest unoccupied molecular orbital (the orbital into which the electron is added upon reduction), as well as the DFT calculated gas phase adiabatic electron affinities, relate linearly to the experimentally measured reduction potential. These obtained linear relationships confirmed that good communication via conjugation exists, between the R substituent on the amino group and the rest of the 1,3-amino ketone.
A novel and reusable magnetic nanocatalyst developed based on graphene oxide incorporated strontium nanoparticles for the facial synthesis of β-enamino ketones under solvent-free conditions
Mousavi, Seyyed Rasul,Sereshti, Hassan,Rashidi Nodeh, Hamid,Foroumadi, Alireza
, (2018/10/26)
A novel magnetic SrFeGO nanocatalyst (NC) was synthesized through a simple sol–gel technique by introducing strontium and iron oxide nanoparticles onto graphene. The synthesized NC was characterized using FT-IR and FE-SEM. Subsequently, the catalytic activity of SrFeGO was tested in a reaction between β-dicarbonyl compounds and aniline derivatives to gain β-enamino ketone derivatives under solvent-free conditions. It was found that SrFeGO NC is a potential catalyst for the synthesis of β-enamino ketones. The β-enamino ketone produced by such reactions could be isolated in high purity without the need for chromatographic purifications. The newly prepared magnetic graphene oxide nanocomposite could be recovered and reused for numerous times with no significant decrease in efficiency. Moreover, the protocol has the advantages of excellent yielding (up to 98%) in short a reaction time, benefitting an easy workup procedure and being environmentally friendly.
Oxo - nitrided iron complexes, said oxo - nitrided iron complexes including catalyst system, and [khen [khen] [cyu] gay [syen [syen] it became of dienes (hole) for the polymerization method (by machine translation)
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Paragraph 0178-0186, (2019/04/30)
The present invention refers to general formula (I) or (II) having oxo - nitrided iron complexes are disclosed. Said general formula (I) or (II) having oxo - [khen [khen] [cyu] gay [syen [syen] it became of dienes (ball) is nitrided iron complexes for the
Metal complex, intermediate, and preparation method and application of metal complex and intermediate
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Paragraph 0119; 0128; 0130, (2019/12/25)
The invention discloses a metal complex, an intermediate, and a preparation method and application of the metal complex and intermediate. The metal complex I can be used for catalyzing ethylene homopolymerization independently or under action of a cocatal
