16436-00-3Relevant academic research and scientific papers
Preparation, characterization and catalytic activity of MMT-clay exchanged sulphonic acid functionalized ionic liquid for transesterification of β-ketoesters
Ratti, Rajni,Kaur, Sukhbir,Vaultier, Michel,Singh, Vasundhara
, p. 503 - 507 (2010)
A novel solid acid catalyst 2 was prepared by ion exchange of sulphonic acid functionalized ionic liquid into clay interlayers as a new organic-inorganic hybrid catalytic system. The ionic tag of the imidazolium supported sulphonic acid 1 assists in the pillaring process and enhances the organophilicity of catalyst 2 in the interlayers of clay. The catalytic activity of catalyst 2 as a recyclable solid Bronsted acid has been tested for the chemoselective transesterification of ethyl/methyl β-ketoesters with various alcohols in good yields with high TON/TOF.
HIGHLY SELECTIVE γ-LACTONE SYNTHESIS BY INTRAMOLECULAR CARBENOID CARBON-HYDROGEN INSERTION IN RHODIUM(II) CARBOXYLATE AND RHODIUM(II) CARBOXAMIDE CATALYZED REACTIONS OF DIAZO ESTERS
Doyle, Michael P.,Bagheri, Vahid,Pearson, Matthew M.,Edwards, John D.
, p. 7001 - 7004 (1989)
Rhodium(II) acetate and rhodium(II) acetamide catalyzed decomposition of diazo esters forms γ-lactones in high yield and with exceptionally high regio- and diastereoselectivity.
Transesterification of Methyl 2-Nitroacetate to Superior Esters
Corsi, Massimo,Machetti, Fabrizio,Magnolfi, Stefano
, (2020/03/19)
Methyl 2-nitroacetate and methyl acetoacetate have in common the presence of an electron-withdrawing substituent geminal to the methyl ester function but the well-known ease of thermal transesterification of methyl acetoacetate has not been found in methyl 2-nitroacetate. The latter gives uncatalysed thermal transesterification only in low yield and at a temperature higher than that of methyl acetoacetate. Comparative experiments provided further insight into the reactions; protic and Lewis acid catalysts promoted the smooth exchange of the alkanoyl groups, observing first the transesterification of methyl 2-nitroacetate with ethanol, already proved difficult to proceed. Dibutyltin(IV)oxide (DBTO) catalyst offered the spur to set up a convenient synthetic methodology from methyl 2-nitroacetate, encompassing higher molecular weight and functionalised alcohols: aliphatic, unsaturated and oxidation sensitive species were suited to react, delivering the corresponding 2-nitroacetate esters in good yields in most cases.
Preparation of mesoporous carbon nitride materials using urea and formaldehyde as precursors and catalytic application as solid bases
Xu, Jie,Wang, Yue,Shang, Jie-Kun,Ma, Dan,Li, Yong-Xin
, p. 221 - 229 (2017/04/06)
A series of mesoporous carbon nitride materials have been fabricated using inexpensive and eco-friendly urea and formaldehyde as precursors and mesocellular silica foam (MCF) as a template through a nanocasting approach. Several techniques, including XRD, TEM, elemental analysis, FT-IR, XPS, and CO2-TPD have been applied to characterize the physicochemical properties of the mesoCN materials, and the results show that the materials possess high surface areas (331–355?m2?g?1), relatively concentrated pore size of ca. 6?nm, and abundant and multiple nitrogen-containing species. As heterogeneous base catalysts, mesoCN materials demonstrate high catalytic activity and selectivity in both Knoevenagel condensation and transesterification reactions.
Synthesis of Fatty Acetoacetates Under Microwave Irradiation Catalysed by Sulfamic Acid in a Solvent-Free System
Weber, Andressa C. H.,Batista, Thaís C.,Gon?alves, Bruno,Hack, Carolina R. L.,Porciuncula, Larissa M.,Treptow, Tamara G. M.,D’Oca, Caroline Da R. Montes,Russowsky, Dennis,D’Oca, Marcelo G. Montes
, p. 1399 - 1406 (2016/09/28)
The 1,3-dicarbonyl compounds are important building blocks to obtain products with various biological activities and technological applications. In this work, we used a simple transesterification method to develop fatty acetoacetates in a solvent-free medium using a green catalyst, sulfamic acid (NH2SO3H), under microwave irradiation. The experimental results demonstrate good yields in a short reaction time (13?min), which makes this method an efficient approach to synthesize fatty acetoacetates from a wide range of saturated, unsaturated, and polyunsaturated long chain fatty alcohols, and ricinoleic derivatives. Experiments of recycling of the catalyst were performed and no decrease in catalytic activity of sulfamic acid was observed.
Copper-catalyzed radical coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds
Zhang, Mei-Na,Zhao, Mi-Na,Chen, Ming,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
supporting information, p. 6127 - 6130 (2016/05/19)
A novel and efficient copper-catalyzed radical cross-coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds with a quaternary carbon atom has been developed. Mechanistically, this transformation involves the construction of two C-C bonds and two CO bonds in a one-pot process. The reaction tolerates a wide range of functional groups and proceeds under mild conditions.
Nano CuFe2O4: An efficient, magnetically separable catalyst for transesterification of β-ketoesters
Gohain, Mukut,Kumar, Vinod,Van Tonder, Johannes H.,Swart, Hendrik C.,Ntwaeaborwa, Odireleng M.,Bezuidenhoudt, Barend C. B.
, p. 18972 - 18976 (2015/03/04)
The preparation of a variety of β-ketoesters was achieved in high yields from methyl acetoacetate under neutral conditions through the utilization of magnetic CuFe2O4 nanoparticles as catalyst. Recycling of the catalyst was performed up to eight times without significant loss in activity. The catalyst was characterized using XRD, XPS, SEM and TEM techniques.
An efficient synthesis of β-ketoesters via transesterification and its application in Biginelli reaction under solvent-free, catalyst-free conditions
Dharma Rao,Acharya,Kaushik
supporting information, p. 6644 - 6647 (2013/11/19)
A simple and efficient transesterification process for the synthesis of β-ketoester derivatives has been achieved by the reaction of methyl β-ketoester with higher alcohols at 110 C under solvent-free, catalyst-free conditions and its application in synthesis of 3,4-dihydropyrimidin-2(1H)-ones C-5 ester derivatives via Biginelli reaction has been described.
Efficient trans-acetoacylation mediated by ytterbium(III) triflate as a catalyst under solvent-free condition
Dharma Rao,Kaushik
experimental part, p. 5104 - 5106 (2011/10/08)
A simple and efficient trans-acetoacylation method for the synthesis of β-keto ester derivatives has been described using ytterbium(III) triflate as a new catalyst under solvent-free condition. This method was found to be efficient and convenient for the synthesis of a wide variety of β-keto ester derivatives.
BF3OEt2: An efficient catalyst for transesterification of β-ketoesters
Yang, Jinhui,Ji, Congbin,Zhao, Yanmin,Li, Yunfeng,Jiang, Shizhi,Zhang, Zhiwei,Ji, Yongqiang,Liu, Wanyi
experimental part, p. 957 - 963 (2010/06/12)
A facile and selective transesterification of β-ketoesters using BF3OEt2 as catalyst is described. The emphasis has been placed on the reaction of methyl acetoacetate with a series of alcohols of different structures, leading in all cases to good to excellent yields.
