92252-32-9Relevant academic research and scientific papers
Gluconic acid aqueous solution: A task-specific bio-based solvent for ring-opening reactions of dihydropyrans
Yang, Jie,Zhou, Binghua,Li, Minghao,Gu, Yanlong
, p. 1057 - 1064 (2013/02/25)
Gluconic acid aqueous solution (GAAS) that is a largely available bio-based chemical was proved to be an effective task-specific medium for ring-opening reactions of dihydropyrans. In the presence of nucleophiles, such as indoles, 1,3-cyclohexanediones, N,N-dimethylaniline, N-methylaniline, 2-naphthol, and resorcin, a series of 2-substituted 1, 3-dicarbonyl compounds were synthesized in good to excellent yields. The first example of ring-opening of oxa-Pictet-Spengler product with nucleophiles was also described. These results not only demonstrate the feasibility of using GAAS as a sustainable solvent, but also offer an effective way for the ring-opening reactions of dihydropyrans with nucleophiles. Because these reactions proceeded with excellent atom-economy in a sustainable bio-based solvent, the present method was thus characterized by many properties of green chemistry, such as green solvent, atom-economy, and utilization of bio-based chemicals.
Iron catalyzed Michael addition: Chloroferrate ionic liquids as efficient catalysts under microwave conditions
Vasiloiu, Maria,Gaertner, Peter,Bica, Katharina
, p. 1614 - 1619 (2012/11/07)
The iron containing ionic liquid 1-butyl-3-methylimidazolium tetrachloroferrate ([C4mim]Cl/FeCl3; χ = 0.5) proved to be an efficient catalyst for the solvent-free metal catalyzed Michael addition of ?-keto esters and enones. Due to the ionic st
Manganese chloride as an efficient catalyst for selective transformations of indoles in the presence of a keto carbonyl group
Li, Minghao,Yang, Jie,Gu, Yanlong
experimental part, p. 1551 - 1564 (2011/08/03)
Catalysis by manganese chloride tetrahydrate was found to be effective for the selective transformation of indoles, with which the desired acid-catalyzed reaction could be promoted and, at the same time, a side reaction that also needs assistance of acid, the electrophilic reaction of indole with the co-existing keto carbonyl group, does not occur. Some acid-catalyzed reactions, such as the ring-opening reaction of 2-alkoxy-3,4-dihydropyran with indole, and transesterification of β-keto ester with an alcohol that contains a C-3 unsubstituted indole fragment, could be performed smoothly by using manganese chloride as catalyst. A new multicomponent reaction of indole, 3,4-dihydropyran and β-keto ester was also developed with catalysis by manganese chloride. Copyright
Polymer-incarcerated gold-palladium nanoclusters with boron on carbon: A mild and efficient catalyst for the sequential aerobic oxidation-Michael addition of 1,3-dicarbonyl compounds to allylic alcohols
Yoo, Woo-Jin,Miyamura, Hiroyuki,Kobayashi, Shu
supporting information; experimental part, p. 3095 - 3103 (2011/04/25)
We have developed a polymer-incarcerated bimetallic Au-Pd nanocluster and boron as a catalyst for the sequential oxidation-addition reaction of 1,3-dicarbonyl compounds with allylic alcohols. The desired tandem reaction products were obtained in good to excellent yields under mild conditions with broad substrate scope. In the course of our studies, we discovered that the excess reducing agent, sodium borohydride, reacts with the polymer backbone to generate an immobilized tetravalent boron catalyst for the Michael reaction. In addition, we found bimetallic Au-Pd nanoclusters to be particularly effective for the aerobic oxidation of allylic alcohols under base- and water-free conditions. The ability to conduct the reaction under relatively neutral and anhydrous conditions proved to be key in maintaining good catalyst activity during recovery and reuse of the catalyst. Structural characterization (STEM, EDS, SEM, and N2 absorption/desorption isotherm) of the newly prepared PI/CB-Au/Pd/B was performed and compared to PI/CB-Au/Pd. We found that while boron was important for the Michael addition reaction, it was found to alter the structural profile of the polymer-carbon black composite material to negatively affect the allylic oxidation reaction.
Neutral Lewis bases as activators of molecular sieves in the conjugate addition of 1,3-dicarbonyl compounds
Villano, Rosaria,Scettri, Arrigo
, p. 757 - 760 (2007/10/03)
The catalytic properties of 3 A molecular sieves in the promotion of Michael addition of 1,3-dicarbonyl compounds are significantly improved by activation with several neutral Lewis bases. Comparable efficiency can be observed under solvent-free condition
Synthesis of new chiral 6-carbonyl 2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a] pyridines
Noel, Romain,Vanucci-Bacque, Corinne,Fargeau-Bellassoued, Marie-Claude,Lhommet, Gerard
, p. 9044 - 9047 (2007/10/03)
The preparation of new chiral 6-carbonyl 2,3,8,8a-tetrahydro-7H-oxazolo[3, 2-a]pyridines by an efficient two-step procedure is described.
