Tag: M.W=150-200

Konkala, Veera Swamy published the artcileOne-pot Synthesis of 3-phenyl-4-pyrazolylmethylene-isoxazol-(5H)-ones Catalyzed by Sodium Benzoate in Aqueous Media under the Influence of Ultrasound Waves: A Green Chemistry Approach, Quality Control of 1076-59-1, the publication is Journal of Heterocyclic Chemistry (2017), 54(4), 2483-2492, database is CAplus.

A series of 4-pyrazolylmethylene-3-phenylisoxazol-5(4H)-ones have been prepared from Knoevenagel condensation of pyrazole-4-carbaxaldehyde with isoxazolone precursors (e.g., 1,3-diphenylpyrazole-4-carboxaldehyde + isoxazolone I â†?II) or via one-pot three-component cyclocondensation of pyrazole-4-carbaxaldehyde with β-ketoesters and hydroxylamine hydrochloride (e.g., 1,3-diphenylpyrazole-4-carboxaldehyde + Et benzoylacetate + hydroxylamine hydrochloride â†?II) in the presence of sodium benzoate in water under the influence of ultrasonic waves. The merits of this method are efficient, clean, green, easy work-up, high yields, and shorter reaction time, and the catalyst could be recycled easily without affecting the catalytic activity.

Journal of Heterocyclic Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Quality Control of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Essaghouani, Abdelhanine published the artcile3-Phenylisoxazolin-5-one: a redetermination, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is IUCrData (2017), 2(1), x170032, database is CAplus.

The structure of the title mol., C₉H₇NO₂, has been redetermined to improved precision and the H atoms located [Cannas et al. (1969). Acta Crystalline B25, 1050]. The five-membered ring is almost planar (r.m.s. deviation = 0.006 Å) and subtends a dihedral angle of 2.45 (6)° with the benzene ring. In the crystal, mols. form ribbons running parallel to the a-axis direction through a combination of C-H···N and C-H···O hydrogen bonds. ‘Stair-step’ offset π-π stacking interactions are also observed

IUCrData published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Brancatelli, Giovanna published the artcileCrystallographic and theoretical studies of (Z)/(E)-3-phenyl-4-(arylidene)isoxazol-5(4H)-ones, COA of Formula: C9H7NO2, the publication is Journal of Molecular Structure (2011), 998(1-3), 157-166, database is CAplus.

The arylidene-isoxazolone compounds, 3-phenyl-4-(2,4,6-trimethylbenzylidene)isoxazol-5(4H)-one, 3a, and 3-phenyl-4-(2,4,6-trimethoxybenzylidene)isoxazol-5(4H)-one, 3b, were prepared and characterized by IR spectroscopy and single-crystal X-ray diffraction. The X-ray anal. revealed that at the solid state the two mols. adopt different configuration at the exocyclic C=C bond, Z for 3a and E for 3b, resp. By using the d. functional theory (DFT) method with 6-31+G(d,p) basis set, the mol. geometry, vibrational frequencies, AOs and potential electrostatic maps were calculated and compared with the exptl. data. The calculated results showed that the optimized geometry can well reproduce the crystal structure. Calculations were performed about the thermodn. energy related to both the configurational isomer models of 3a,b in the ground state. In addition, a study aiming to understand the effect of the π-donor methoxy substituents on the proton affinity of the nitrogen atom was carried out.

Journal of Molecular Structure published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, COA of Formula: C9H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Chen, Yuesu published the artcileVisible Light-Promoted Beckmann Rearrangements: Separating Sequential Photochemical and Thermal Phenomena in a Continuous Flow Reactor, Application of 3-Phenylisoxazol-5(2H)-one, the publication is European Journal of Organic Chemistry (2019), 2019(11), 2163-2171, database is CAplus and MEDLINE.

A very attractive alternative was the in situ generation of Vilsmeier-Haack reagents, by means of photoredox catalysis, as promoters for the thermal Beckmann rearrangement of oximes to amides which typically required strong acids or highly reactive, hazardous electrophiles and/or elevated temperatures to proceed. Investigation of the reaction parameters for this light-induced method using a one-pot strategy showed that the reaction was limited by the different temperatures required for each of the two sequential steps. Using a continuous flow reactor, the photochem. and thermal processes were separated by integrating a flow photoreactor unit at low temperature for the electrophile generation with a second reactor unit, at high temperature, where the rearrangement took place. This strategy enabled excellent conversions and yields for a diverse set of oximes, minimizing the formation of side products obtained with the original one-pot method.

European Journal of Organic Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Application of 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Khutorianskyi, Andrii published the artcileDifluoromethyl Nitrile Oxide (CF₂HCNO): A Neglected Chemical Reagent, Quality Control of 1935503-24-4, the publication is European Journal of Organic Chemistry (2017), 2017(27), 3935-3940, database is CAplus.

The synthesis of CF₂H-isoxazoles I [R = CN, C(O)CH₃, CO₂Me, etc.] via [3+2]-cycloaddition of a novel chem. reagent – difluoromethyl nitrile oxide (CF₂HCNO) in-situ generated from difluoromethylacetaldehyde oximes with alkynes/enamines was reported. These products were promising cores for agrochem. A representative CHF₂-isoxazole was incorporated into the known fungicide Fluxapyroxad and the synthesized analog showed higher antifungal activity than the parent fungicide.

European Journal of Organic Chemistry published new progress about 1935503-24-4. 1935503-24-4 belongs to isoxazole, auxiliary class Difluoromethylated Building Blocks, name is 3-(Difluoromethyl)isoxazole-5-carboxylic acid, and the molecular formula is C5H3F2NO3, Quality Control of 1935503-24-4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhu, Shuai published the artcileConstruction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp³)-H functionalization “on water”, Application of 3-Phenylisoxazol-5(2H)-one, the publication is Green Chemistry (2017), 19(23), 5653-5658, database is CAplus.

The pharmaceutically important tetrahydroquinoline spiro compounds, e.g., I were efficiently constructed via cascade S_NAr/Knoevenagel condensation/[1,5]-hydride transfer/cyclization on water, featuring high atom-economy and step-economy. This water-based redox-neutral C(sp³)-H functionalization rendered a 4-step cascade reaction successful without resorting to any catalysts.

Green Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H10O3S, Application of 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Chang, Meng-Yang published the artcileNH₂OH-HCl-Mediated Umpolung α-Methylsulfonylation of α-Sulfonyl Ketones with Methylsulfoxides: Synthesis of α,β-Bis-sulfonyl Arylketones, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Organic Letters (2019), 21(6), 1832-1836, database is CAplus and MEDLINE.

In this paper, a novel and efficient route for the synthesis of α,β-bis-sulfonyl arylketones via an NH₂OH-HCl-mediated intermol. umpolung α-methylsulfonylation of α-sulfonyl ketones with methylsulfoxides is described. A plausible mechanism is proposed and discussed. Various reaction conditions for this efficient, one-pot, environmentally friendly transformation were investigated.

Organic Letters published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Rostovskii, Nikolai V. published the artcileMetal-Catalyzed Isomerization of 5-Heteroatom-Substituted Isoxazoles as a New Route to 2-Halo-2H-azirines, Name: 3-Phenylisoxazol-5(2H)-one, the publication is Synthesis (2017), 49(19), 4478-4488, database is CAplus.

A convenient gram-scale method for the preparation of 2-halo-2H-azirine-2-carboxylic acid esters, thioesters and amides via metal-catalyzed isomerization of 5-heteroatom-substituted 4-haloisoxazoles was developed. The formation of the esters and amides was efficiently catalyzed by Rh₂(Piv)₄, while FeCl₂·4H₂O was the catalyst of choice for the synthesis of the thioesters. In addition, rhodium catalysis was successfully applied in the synthesis of azirine-2-carboxylates from non-halogenated 5-alkoxyisoxazoles.

Synthesis published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Name: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Lakshmi, Neelakandan Vidhya published the artcileUnusual mechanistic pathway for the synthesis of novel spiro-oxindoles via 3-phenyl-5-isoxazolone ring cleavage by secondary amino acids, HPLC of Formula: 1076-59-1, the publication is Tetrahedron Letters (2011), 52(27), 3437-3442, database is CAplus.

A new approach to synthesize a series of spiro-oxindole derivatives via a multicomponent reaction of isatin, 3-phenyl-5-isoxazolone, and sarcosine or L-proline which play a dual role of base and nucleophile in methanol under reflux condition is reported. Also spiroindan-1,3-diones were synthesized from ninhydrin and 3-phenyl-5-isoxazolone. The methodol. affords high yields of products in a short reaction time.

Tetrahedron Letters published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, HPLC of Formula: 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Mironov, M. A. published the artcileA parallel Ugi reaction at students laboratories in the Ural and Moscow, Application In Synthesis of 1076-59-1, the publication is Russian Journal of General Chemistry (2010), 80(12), 2647-2654, database is CAplus.

A four-component Ugi reaction was adapted for students education. A series of almost odorless aromatic isonitriles were reacted with phthaloyl glycine, ketones and (aryl)methanamines to obtain poorly soluble (although nicely crystallized) products. The process was performed and compared in two versions by using (1) a standard centrifuge for parallel separation of precipitates and (2) parallel filtration with SynCore apparatus It was shown for a broad series of aliphatic ketones and benzyl amines that the yields were satisfactory and the products required no further purification

Russian Journal of General Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Application In Synthesis of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem