33646-18-3Relevant academic research and scientific papers
Effective Heterogeneous MoOx-Modified CeO2 Catalyst for Michael Addition of Dimethyl Malonate to 2-Cyclohexen-1-one
Tamura, Masazumi,Doi, Yamato,Li, Yingai,Nakagawa, Yoshinao,Tomishige, Keiichi
, p. 4075 - 4079 (2021)
Molybdenum oxide-modified cerium oxide (MoOx?CeO2) with 1 wt % Mo acted as an effective and reusable heterogeneous catalyst for Michael addition of dimethyl malonate to 2-cyclohexen-1-one, providing high yield of the target product (
Mapping the Surface Groups of Amine-Rich Carbon Dots Enables Covalent Catalysis in Aqueous Media
Amato, Francesco,Bonchio, Marcella,Companyó, Xavier,Dell'Amico, Luca,Filippini, Giacomo,Prato, Maurizio,Ragazzon, Giulio,Rosso, Cristian,Vega-Pe?aloza, Alberto
supporting information, p. 3022 - 3037 (2020/11/03)
Carbon nanodots stand as the missing link between the molecular and the nanoscale world, owing to the unique molecular-like behavior emerging from their synthetic precursors. A converging set of analytical and spectroscopic data yields a precise inventory
CpTiCl2-Catalyzed Cross-Coupling between Internal Alkynes and Ketones: A Novel Concept in the Synthesis of Halogenated, Conjugated Dienes
Roldan-Molina, Esther,Nievas, Maria M.,Navarro, Jorge A. R.,Oltra, J. Enrique
supporting information, p. 8296 - 8301 (2020/06/17)
A novel concept for the synthesis of halogenated, conjugated dienes is disclosed: the CpTiCl2-catalyzed coupling of keto-alkynes, in the presence of Me3SiBr/Et3N?HBr. This reaction provided five-, six-, and seven-membered
Rhodium-Catalyzed Annelation of Benzoic Acids with α,β-Unsaturated Ketones with Cleavage of C?H, CO?OH, and C?C Bonds
Zhang, Guodong,Hu, Zhiyong,Belitz, Florian,Ou, Yang,Pirkl, Nico,Goo?en, Lukas J.
supporting information, p. 6435 - 6439 (2019/04/10)
In the presence of a [Cp*RhCl2]2 catalyst, the Lewis acid In(OTf)3, and the mild base Na2CO3, aromatic carboxylates and α,β-unsaturated ketones undergo a unique hydroarylation/Claisen/retro-Claisen pr
A kind of T-leucine derivative of the chiral amine compound and its preparation method and application
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Paragraph 0086; 0087; 0096; 0097, (2017/01/26)
The invention discloses a tertiary leucine derived chiral amine compound as well as a preparation method and application thereof. The chiral amine compound contains a tert-butyl group, a primary amine, a secondary amine or a tertiary amine functional group and has the structural formula as shown in the specification; and chiral amine and salts thereof are prepared through simple preparation steps by taking common tert-leucine as the raw material to form the chiral amine compound. The chiral amine and the salts thereof can be used for the asymmetrical Michael additive reaction between alpha, beta-unsaturated ketone and a nucleophilic reagent such as nitrocarbol, malonic ester, substituted oxazolone and the like and the asymmetrical cascade reaction between the alpha, beta-unsaturated ketone and fifth-position unsaturated rhodanine, between fifth-position unsaturated hydantoin and the alpha, beta-unsaturated ketone; and the tertiary leucine derived chiral amine compound has very high catalytic activity and stereoselectivity as well as the highest diastereoselectivity of 30/1 and the highest enantioselectivity of 99%, and is wide in oligomer range.
Ti-catalyzed straightforward synthesis of exocyclic allenes
Munoz-Bascon, Juan,Hernandez-Cervantes, Carmen,Padial, Natalia M.,Alvarez-Corral, Miriam,Rosales, Antonio,Rodriguez-Garcia, Ignacio,Oltra, J. Enrique
supporting information, p. 801 - 810 (2014/01/23)
Exocyclic allenes constitute useful building blocks in organic synthesis and have recently been identified as key intermediates in the synthesis of natural products. Here the first general method for the most straightforward synthesis of exocyclic allenes
E-factor minimized protocols for the polystyryl-BEMP catalyzed conjugate additions of various nucleophiles to α,β-unsaturated carbonyl compounds
Bonollo, Simona,Lanari, Daniela,Longo, Julie M.,Vaccaro, Luigi
supporting information; experimental part, p. 164 - 169 (2012/04/04)
Efficient protocols for the addition of carbon-, sulphur- and nitrogen-nucleophiles to α,β-unsaturated carbonyl compounds catalyzed by PS-BEMP have been reported. The adoption of solvent-free conditions (SolFC) was crucial for improving the efficiency of all the processes, while by using an organic reaction medium poor results were obtained. Addition reactions were performed by using equimolar amounts of reagents, and the products were isolated by simple filtration with the minimal amount of organic solvent. This approach allowed the E-factor, a measure of the waste of a reaction, to be minimized. Further waste minimization (95.7% compared to batch protocol) has been accomplished by defining a larger scale continuous-flow protocol operating under SolFC.
An efficient organocatalytic method for highly enantioselective michael addition of malonates to enones catalyzed by readily accessible primary amine-thiourea
Dudzinski, Krzysztof,Pakulska, Anna M.,Kwiatkowski, Piotr
supporting information; experimental part, p. 4222 - 4225 (2012/09/22)
A practical and highly enantioselective Michael addition of malonates to enones catalyzed by simple and readily available bifunctional primary amine-thiourea derived from 1,2-diaminocyclohexane is reported. The addition of weak acids and elevated temperature (ca. 50 °C) improved the efficiency of the Michael reaction. This approach enables the efficient synthesis of 1,5-ketoesters with good yields, excellent enantioselectivities (up to 99% ee), and low loading (0.5-5 mol %) of simple chiral primary amine-thiourea catalysts, and is applicable in multigram scale synthesis.
Benign coupling of reactions and separations with reversible ionic liquids
Hart, Ryan,Pollet, Pamela,Hahne, Dominique J.,John, Ejae,Llopis-Mestre, Veronica,Blasucci, Vittoria,Huttenhower, Hillary,Leitner, Walter,Eckert, Charles A.,Liotta, Charles L.
experimental part, p. 1082 - 1090 (2010/03/30)
Reversible ionic liquids are a novel class of solvents that combine an effective medium where reactions occur with a 'built-in' separation ability for facile recovery of the products and catalysts, making the solvent available for recycle. We report the utility of these solvents in a number of reactions (Claisen-Schmidt condensation, Heck C-C coupling, and CO2 capture) and discuss the effectiveness of the separation. We also provide insight into the challenges and limitations of using these unique solvent systems to couple reactions and separations.
Ionic liquids made with dimethyl carbonate: Solvents as well as boosted basic catalysts for the michael reaction
Fabris, Massimo,Lucchini, Vittorio,Noe, Marco,Perosa, Alvise,Selva, Maurizio
experimental part, p. 12273 - 12282 (2010/06/11)
This article describes 1) a methodology for the green synthesis of a class of methylammonium and methylphosphonium ionic liquids (ILs), 2) how to tune their acid-base properties by anion exchange, 3) complete neat-phase NMR spectroscopic characterisation
