17975-50-7

Upstream product

• 141-97-9 ethyl acetoacetate 
• 90-02-8 salicylaldehyde 
• 1517-96-0 3-methyl-5-isoxazolone 
• 5470-11-1 hydroxylamine hydrochloride 
• 105-45-3 acetoacetic acid methyl ester 
• 5447-76-7 ethyl 3-oxobutanate oxime 

Downstream Products

• 271-89-6 1-benzofurane 
• 5101-44-0 2-ethynyl-phenol 

Relevant academic research and scientific papers

N-bromosuccinimide (NBS)-promoted, three-component synthesis of α,β-unsaturated isoxazol-5(4H)-ones, and spectroscopic investigation and computational study of 3-methyl-4-(thiophen-2-ylmethylene)isoxazol-5(4H)-one

A three-component, NBS-promoted synthesis of α,β-unsaturated isoxazol-5(4H)-ones by reaction of aromatic aryl or hetero-aryl aldehydes, hydroxylamine hydrochloride, and 1,3-dicarbonyl compounds (ethyl acetoacetate or ethyl 4-chloroacetoacetate), under mild reaction conditions at room temperature is described. This simple, efficient, and clean reaction is an expeditious means of obtaining the corresponding isoxazol-5(4H)-one derivatives in good to high yields. Geometrical properties and vibrational wavenumbers of 3-methyl-4-(thiophen-2-ylmethylene)isoxazol-5(4H)-one (MTISO) were predicted by use of density functional theory (DFT) by use of the B3LYP level with the 6-311++G(d,p) and 6-311++G(2d,p) basis sets. Results indicate that the B3LYP method enables satisfactory prediction of vibrational frequencies and structural data. The absorption spectra of MTISO in solvents of different polarity were studied at room temperature. The UV-visible spectrum of the compound was recorded and such electronic properties as the energies of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) were determined by the time-dependent DFT (TD-DFT) approach. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization was studied by NBO analysis. A molecular electrostatic potential map (MEP) of the compound was also studied to predict reactive sites. Reactivity descriptors, Fukui functions, and electrophilic sites were found and are discussed. The thermal stability of MTISO was studied by thermogravimetric analysis (TGA).

Fruit Extract of Averrhoa bilimbi: A Green Neoteric Micellar Medium for Isoxazole and Biginelli-Like Synthesis

A transition metal/ligand/additive/promoter-free synthesis of 3-methyl-4-arylmethylene-isoxazol-5(4H)-ones and the Biginelli-like synthesis is carried out in a natural acidic medium of Averrhoa bilimbi extract (ABE) with cleaner and facile approach smenti

An efficient solvent-free synthesis of 3,4-disubstituted isoxazole-5(4H)-ones using microwave irradiation

I have reported one-pot and three-component synthesis of 3-mehyl-4-arylmethyleneisoxazol-5(4H)-ones using microwave radiation under the solvent-free conditions, in the presence of potassium bromide as the catalyst. The method has given the products in hig

Synthetic enzyme-catalyzed multicomponent reaction for Isoxazol-5(4H)-one Syntheses, their properties and biological application; why should one study mechanisms?

In this work, we describe the application of a synthetic enzyme (synzyme) as the catalyst to promote the multicomponent synthesis of isoxazol-5(4H)-one derivatives. The catalytic system could be used up to 15 times without any notable loss of its activity

Facile and expedient synthesis of α,β-unsaturated isoxazol-5(4H)-ones under mild conditions

Abstract: It was found that nano-SiO2–H2SO4 was catalyzed by the three-component cyclocondensation of aryl/heteroaryl aldehydes, hydroxylamine hydrochloride, and β-ketoesters toward the synthesis of α,β-unsaturated?isoxazol-5(4H)-ones under green conditions. The reaction yielded the corresponding heterocycles at room temperature in relatively shorter reaction times. It merits mentioning that the mild conditions allow the synthesis of several α,β-unsaturated?isoxazol-5(4H)-ones using this method. In this study, some new derivatives of isoxazolones were also synthesized and characterized. It is efficient, clean, simple, safe, and ecologically friendly. This straightforward method is cost-effective and requires no preparation of reactants. The three-component annulation was performed without using energy sources, for example, heat, ultrasound wave, and microwave irradiation. Graphic abstract: [Figure not available: see fulltext.].

Cu/TCH-pr&at;SBA-15 nano-composite: A new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones

A copper complex supported on SBA-15 nanoparticles (Cu/TCH-pr&at;SBA-15) was synthesized by the post-synthesis modification of nano-mesoporous silica with 3-chloropropyltriethoxysilane (CPTES) and thiocarbohydrazide (TCH) and subsequent metal-ligand coord

One-pot three-component synthesis of isoxazole using ZSM-5 as a heterogeneous catalyst

A mild and convenient route for the synthesis of isoxazole derivatives has been developed using ZSM-5 as a heterogeneous catalyst. The reaction was carried out under a solvent-free condition to afford the desired products in good yields. A variety of func

Green synthesis of 3,4-disubstituted isoxazol-5(4H)-ones using ZnO@Fe3O4 core–shell nanocatalyst in water

An effective and environmentally benign methodology for the synthesis of isoxazol-5(4H)-one derivatives has been developed using a ZnO@Fe3O4 core–shell nanocatalytic system. The one-pot, multicomponent reaction of an aromatic/heteroc

Preparation and characterization of supported bimetallic gold–iron nanoparticles, and its potential for heterogeneous catalysis

Bimetallic gold–iron catalysts supported on ZrO2 and TiO2 were prepared by under potential deposition. The characterization of the catalysts was performed using an inductively coupled plasma, energy-dispersive spectroscopy, diffuse r

Synthesis and characterization of nanocrystalline hydroxyapatite and its catalytic behavior towards synthesis of 3,4-disubstituted isoxazole-5(4H)-ones in water

In the present work, the nanocrystalline particles of hydroxyapatite (HAp) using an easy alkoxide-based sol–gel technique including triethyl phosphate [PO (OC2H5)3] and Ca (NO3)2·4H2O as P and Ca precursors have been synthesized. The sample characterization was performed by X-ray diffraction, Fourier transform-infrared analysis, scanning electron microscopy, thermal analysis (thermogravimetric analysis/differential thermal analysis), and elemental analysis of energy-dispersive X-ray analysis. It is interesting that single phase of HAp was obtained at a low firing temperature of 500°C. Modified Scherrer equation as the Williamson?Hall method was applied for the measurement of crystallite size distributions and micro-strain of the sample. The determined crystallite size by complementary technique of transmission electron microscopy has good consistency with those obtained from the Scherrer formula. Moreover, we reported the one-pot synthesis of 3,4-disubstituted isoxazole-5(4H)-ones through the aqueous solution reaction of three components of ethyl acetoacetate, hydroxylamine hydrochloride and various aromatic aldehydes at room temperature. This protocol offers several advantages, including a simple work-up procedure, very short reaction times (under 25?min), in accordance with the principles of green chemistry, recyclability, excellent yields (87–98%) and environmentally friendly.