5448-00-0Relevant academic research and scientific papers
Synthesis, Characterization and Catalytic Activity of Magnetic KI@Fe3O4 Nanoparticles for Henry Reaction Under Solvent Free Conditions
Rokhum, Lalthazuala,Pathak, Gunindra
, p. 2887 - 2898 (2019/05/28)
Abstract: In this paper, we, for the first time reported the synthesis of KI loaded Fe3O4 nanoparticles (KI@Fe3O4 NPs) and investigated its applications in the synthesis of β-nitroalcohol via Henry reaction at room temperature under solvent-free conditions. The synthesized KI@Fe3O4 nanoparticle was characterized by SEM, HRTEM, XRD, XPS, EDX, VSM and FT-IR spectroscopy techniques. The XRD peaks at 2θ = 21.9, 25.65, 33.54, 36.35, 40.97, 42.81, 44.79, 54.43, 57.37, 58.83 and 63.13° corresponds to the formation of crystalline KI@Fe3O4 NPs. The activity of the catalyst by varying the amount of KI loading on Fe3O4 NPs was also investigated. Mild reaction conditions, good yield, short reaction time, solvent-free conditions, easy recoverability and recyclability of the nanocatalysts are the major advantages of our method. Graphical Abstract: [Figure not available: see fulltext.].
Waste-to-useful: A biowaste-derived heterogeneous catalyst for a green and sustainable Henry reaction
Rajkumari, Kalyani,Das, Diparjun,Pathak, Gunindra,Rokhum, Lalthazuala
, p. 2134 - 2140 (2019/02/05)
Owing to the depletion of resources coupled with increasing waste generation, the conversion of waste biomass to value-added materials has gained interest. Here, we report for the first time the application of Musa acuminata (banana) peel ash (MAPA) as a heterogeneous catalyst for C-C bond formation via a Henry reaction under solvent-free conditions at ambient temperature. The catalyst was well characterized using different analytical techniques like FT-IR, SEM, TEM-EDS, XRD, XRF, XPS, BET and TGA, along with basicity determination by a Hammett indicator test and titration method. An excellent yield of nitroalcohol was obtained within 15-30 minutes. No dehydrated product was observed. The catalyst used in these studies has the advantage of being a waste material and is hence low-cost, easily prepared, recyclable and environmentally friendly. In addition, the use of a biogenic renewable catalyst, its atom economy, and room temperature and solvent-free reaction conditions and the avoidance of column chromatography make the protocol highly significant from green and sustainable chemistry perspectives.
Solvent-Free Henry and Michael Reactions with Nitroalkanes Promoted by Potassium Carbonate as a Versatile Heterogeneous Catalyst
Bosica, Giovanna,Polidano, Kurt
, (2017/07/11)
The use of a simple weak inorganic base such as potassium carbonate facilitated the formation of carbon-carbon bonds through both the Henry and the Michael reactions with nitrocompounds. The application of this catalyst under environmentally friendly solventless heterogeneous conditions gave satisfactory to good yields of β-nitroalcohols, involving aliphatic and aromatic starting materials, as well as high to excellent yields in the formation of Michael adducts using several different Michael acceptors and nitroalkanes.
Nitroepoxides as versatile precursors to 1,4-diamino heterocycles
Vidal-Albalat, Andreu,Rodriguez, Santiago,Gonzalez, Florenci V.
supporting information, p. 1752 - 1755 (2014/04/17)
Nitroepoxides are easily transformed into 1,4-diamino heterocycles such as quinoxalines and pyrazines by treatment with 1,2-benzenediamines and ammonia, respectively. Additionally, related saturated heterocycles, such as piperazines and tetrahydroquinoxalines, can be accessed by treatment with 1,2-diamines and a reducing agent. These transformations are efficient, provide access privileged, bioactive structures, and produce minimal waste.
Dolomite (CaMg(CO3)2) as a recyclable natural catalyst in Henry, Knoevenagel, and Michael reactions
Tamaddon, Fatemeh,Tayefi, Mohammad,Hosseini, Elaheh,Zare, Elham
, p. 36 - 42 (2013/02/22)
Iranian dolomite (CaMg(CO3)2) which consists of double-layered carbonates with Ca2+ and Mg2+ ions was utilized as a heterogeneous base catalyst in the CC, CN, and CS bond forming reactions via the Henry, Knoevenagel, aza-Michael, and thia-Michael transformations under mild conditions in water. Iranian dolomite has been characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), Brunauer Emmett Teller (BET) and XRF chemical analysis, while its basic strength was evaluated by following the Hammett indicators procedure. This water-insoluble natural catalyst demonstrated high activity and was reusable.
Dynamic kinetic asymmetric ring-opening/reductive amination sequence of racemic nitroepoxides with chiral amines: Enantioselective synthesis of chiral vicinal diamines
Agut, Juan,Vidal, Andreu,Rodríguez, Santiago,González, Florenci V.
, p. 5717 - 5722 (2013/07/25)
We report a highly diastereoselective synthesis of vicinal diamines by the treatment of nitroepoxides with primary amines and then a reducing agent. When using a chiral primary amine, racemic nitroepoxides are transformed into chiral diamines as a single enantiomers (>95:5 er) through a dynamic kinetic asymmetric transformation (DYKAT). The overall process is a one-pot procedure combining the exposure of nitroepoxides to chiral amines to afford diastereomeric mixtures of aminoimines and subsequent stereoselective imine reduction.
Potassium Phosphate Catalyzed Nitroaldol Reaction
Desai, Uday V.,Pore,Mane,Solabannavar,Wadgaonkar
, p. 19 - 24 (2007/10/03)
Potassium phosphate was found to catalyze condensation of nitroalkanes with various aliphatic and aromatic aldehydes to form nitroaldols in excellent yields in acetonitrile medium at room temperature.
Ionic liquid catalyzed Henry reactions
Jiang, Tao,Gao, Haixiang,Han, Buxing,Zhao, Guoying,Chang, Yanhong,Wu, Weize,Gao, Liang,Yang, Guanying
, p. 2699 - 2701 (2007/10/03)
The 1,1,3,3-tetramethyl guanidine (TMG)-based ionic liquid was used as a recyclable catalyst for Henry reactions to produce 2-nitroalcohols. Good yields were obtained even after 15 reactions.
Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes
Ballini, Roberto,Bosica, Giovanna,Livi, Damiana,Palmieri, Alessandro,Maggi, Raimondo,Sartori, Giovanni
, p. 2271 - 2273 (2007/10/03)
The N,N-diethylpropylamine supported on amorphous silica (KG-60-NEt2) catalyses the formation of carbon-carbon bonds by nitroalkanes through both the nitroaldol (Henry) and Michael reactions. The catalyst shows general utility with a variety of electrophilic acceptors. Moreover, the catalyst can be reused for two further cycles without loss of the activity.
Enantioselective synthesis of α-amino acids and monosubstituted 1,2- diamines by conjugate addition of 4-phenyl-2-oxazolidinone to nitroalkenes
Lucet, Denis,Sabelle, Stephane,Kostelitz, Olivier,Le Gall, Thierry,Mioskowski, Charles
, p. 2583 - 2591 (2007/10/03)
The addition of the potassium salt of (R)- or (S)-4-phenyl-2- oxazolidinone to monosubstituted nitroalkenes proceeded with very good diastereoselectivity. Several of the addition products were converted into α-amino acids and monosubstituted 1,2-diamines of high enantiomeric purity.
