Tag: M.W=150-200

Zhang, Xinyuan published the artcileMolecular design on isoxazolone-based derivatives with large second-order harmonic generation effect and terahertz wave generation, SDS of cas: 1076-59-1, the publication is CrystEngComm (2016), 18(20), 3667-3673, database is CAplus.

A series of 3-phenyl-5-isoxazolone and 3-methyl-5-isoxazolone-based compounds with different electron donors were synthesized. Fourteen single crystals in this family were obtained by slow evaporation Single crystal X-ray studies showed that four new 3-phenyl-5-isoxazolone-based crystals, C₂₀H₁₈N₂O₂ (PDI), C₁₅H₁₁NO₂S (PTI), C₂₃H₁₅NO₂ (PFI), and C₁₇H₁₃NO₂S (PMI-(I)), belong to the noncentrosymmetric space group. The inclinations to achieve noncentrosym. space groups in the 3-phenyl-5-isoxazolone-based crystals have been confirmed by first-principles calculations Powder second harmonic generation (SHG) tests revealed that the abovementioned four acentric crystals exhibited very large SHG intensities that were about 1 to 3 times that of OH1 (a commonly used nonlinear optical crystal) under 2.09μm light. Their UV-vis absorption, diffuse reflectance spectroscopy, and thermal properties were also characterized. Moreover, widely tunable and monochromatic terahertz difference frequency generation in the 3-phenyl-5-isoxazolone-based crystal C₁₇H₁₃NO₃ (MLS) was realized for the first time.

CrystEngComm 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 C10H15NO, SDS of cas: 1076-59-1.

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

Zhang, Xinyuan published the artcileIsoxazolone-based single crystals with large second harmonic generation effect, Application In Synthesis of 1076-59-1, the publication is CrystEngComm (2015), 17(38), 7316-7322, database is CAplus.

Two nonlinear optical (NLO) crystals based on the 3-phenyl-5-isoxazolone moiety, (Z)-4-(4-(dimethylamino)benzylidene)-3-phenylisoxazol-5(4H)-one (C₁₈H₁₆N₂O₂, DLS) and (Z)-4-(4-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one (C₁₇H₁₃NO₃, MLS), have been successfully grown by a slow evaporation method. The powder second-harmonic generation intensities of DLS and MLS are strong, about 2.8 and 1.5 times that of OH1, resp. Such a large SHG effect is further elucidated by structure analyses and theor. calculations The optical and thermal properties of DLS and MLS have been characterized by UV-vis absorption spectroscopy, IR spectroscopy, thermal gravimetric anal. and differential scanning calorimetry.

CrystEngComm 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 C10H15NO, Application In Synthesis of 1076-59-1.

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

Qi, Suo-Suo published the artcileRegioselective catalytic asymmetric N-alkylation of isoxazol-5-ones with para-quinone methides, Application In Synthesis of 1076-59-1, the publication is Organic & Biomolecular Chemistry (2020), 18(13), 2398-2404, database is CAplus and MEDLINE.

A highly regioselective and enantioselective N-alkylation of isoxazol-5-ones with para-quinone methides promoted by bi-functional squaramide catalysts was developed. This unexpected asym. N-addition of isoxazolinones afforded a series of enantioenriched N-diarylmethane substituted isoxazolinones I (R¹ = H, 2-Me, 4-CF₃, etc.; R² = H, Me, Et, Ph, Bn; R³ = Ph, 2-MeOC₆H₄, 2-naphthyl, etc.) with high yields and enantioselectivities (up to 97 : 3 er). This reaction not only provides a useful approach for intermol. chiral C-N bond formation but also demonstrates the immense potential of isoxazol-5-ones as N-nucleophiles in catalytic asym. reactions.

Organic & Biomolecular 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

Hu, Wangcheng published the artcileConstruction of isoxazolone-fused phenanthridines via Rh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones, Safety of 3-Phenylisoxazol-5(2H)-one, the publication is Organic & Biomolecular Chemistry (2021), 19(3), 552-556, database is CAplus and MEDLINE.

A Rh(III)-catalyzed cascade C-H activation/intramol. cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons I [R¹ = 4-Me, 5-Br, 6-MeO, etc.; R² = H, Me; R³ = H, Me, Ph]. The protocol featured the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It was amenable to large-scale synthesis and further transformation.

Organic & Biomolecular 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, Safety of 3-Phenylisoxazol-5(2H)-one.

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

Reddy, Koduru Janardhan published the artcileSeparation studies of Pd(II) from acidic chloride solutions of Pt(IV), Ni(II) and Rh(III) by using 4-aroyl-3-phenyl-5-isoxazolones, Category: isoxazole, the publication is Journal of Chemistry (2012), 9(2), 756-765, database is CAplus.

This study examined the effect influence of various factors on the extraction of Pd(II) to develop a new liquid-liquid extraction mechanism for the selective separation of palladium(II) from its acidic chloride solutions using 4-aroyl-3-phenyl-5-isoxazolones (HA), such as 3-phenyl-4-(4-fluorobenzoyl)-5-isoxazolone (HFBPI), 3-phenyl-4-benzoyl-5-isoxazolone (HPBI) and 3-phenyl-4-(4-toluoyl)-5-isoxazolone (HTPI). The extraction strength of Pd(II) with HA were in the following order: HFBPI > HPBI > HTPI, which is opposite to that observed with their pK_a values. HPBI was used to sep. Pd(II) from Pt(IV), Ni(II) and Rh(III) metal ions and calculated their separation factors (S.F.) were followed in the order: Pd/Ni (40 ± 0.4) > Pd/Pt (25 ± 0.2) > Pd/Rh (15 ± 0.3) > Rh/Ni (2.7 ± 0.3) > Pt/Ni â‰?Rh/Pt (1.7 ± 0.2). The loading and striping of Pd(II) (1.12 × 10^-4 mol L^-1) were also examined using 1.0 × 10^-3 mol L^-1 HPBI in CHCl₃ and 1.0 mol L^-1 HCl, resp. The results demonstrated that the maximum (97.5%) extraction and desorption (89%) of metal required at least 3.0 cycles. The developed method was applied successfully to the separation of palladium from synthetic water samples.

Journal of 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, Category: isoxazole.

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

Vereshchagin, Anatoly N. published the artcileHighly diastereoselective amine-catalyzed Knoevenagel-Michael cyclization-ring opening cascade between aldehydes, 3-arylisoxazol-5(4H)-ones and 3-aminocyclohex-2-en-1-ones, Name: 3-Phenylisoxazol-5(2H)-one, the publication is Molecular Diversity (2018), 22(3), 627-636, database is CAplus and MEDLINE.

A highly diastereoselective three-component cascade reaction among aromatic aldehydes R¹CHO (R¹ = Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄), 3-arylisoxazol-5(4H)-ones (aryl = R² = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄) and 3-aminocyclohex-2-en-1-ones I (R³ = H, Me; R⁴ = H, PhCH₂) took place under the catalysis with triethylamine to provide the corresponding hydroxyimino-functionalized tetrahydroquinolinediones II in 45-85% yields. The transformation presumably proceeds through a sequential cascade of Knoevenagel/Michael addition/cyclization/ring opening reactions. This process was carried out in green media (EtOH/water, 1:1-1:3) at reflux. Products were crystallized directly from the reaction mixture and their isolation includes only filtration. The structure of tetrahydroquinolinedione I (R¹ = R² = Ph; R³ = Me; R⁴ = H) was confirmed by X-ray diffraction anal.

Molecular Diversity 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 C10H12F6N4O6PdS2, Name: 3-Phenylisoxazol-5(2H)-one.

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

Vereshchagin, Anatoly N. published the artcileStereoselective Michael Halogenation Initiated Ring Closure (MHIRC) Synthesis of Spirocyclopropanes from Benzylidenemalononitriles and 3-Arylisoxazol-5(4H)-ones, Computed Properties of 1076-59-1, the publication is Synlett (2016), 27(17), 2489-2493, database is CAplus.

The new chem. cascade reaction was found: the direct formation of substituted 4-oxo-2,7-diaryl-5-oxa-6-azaspiro[2.4]hept-6-ene-1,1-dicarbonitriles from benzylidenemalononitriles and 3-aryl-2-isoxazol-5(4H)-ones. The action of bromine on the equimolar mixture of benzylidenemalononitrile and 3-aryl-2-isoxazol-5(4H)-one in the basic alc. solution results in stereoselective formation of spirobicycle containing the 2-isoxazolin-5-one and the cyclopropane fragments in 53-92% yields. Thus, the new simple and efficient ‘one-pot’ approach to substituted (2R*,3R*)-4-oxo-2,7-diaryl-5-oxa-6-azaspiro[2.4]hept-6-ene-1,1-dicarbonitriles was found directly from simple and reasonable starting compounds as benzylidenemalonitriles and 3-aryl-2-isoxazol-5(4H)-ones.

Synlett 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 C9H6N2O2, Computed Properties of 1076-59-1.

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

Vereshchagin, Anatoly N. published the artcilePot, atom and step economic (PASE) synthesis of 5-isoxazolyl-5H-chromeno[2,3-b]pyridine scaffold, Quality Control of 1076-59-1, the publication is Mendeleev Communications (2015), 25(6), 424-426, database is CAplus.

The new multicomponent reaction of salicylaldehydes, e.g., I, 2-aminoprop-1-ene-1,1,3-tricarbonitrile and 3-phenylisoxazol-5(4H)-one gave the corresponding substituted 2,4-diamino-5-(5-oxo-3-aryl-2,5-dihydroisoxazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles, e.g., II, which are promising for biomedical applications.

Mendeleev Communications 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 C8H11BO2S, Quality Control of 1076-59-1.

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

Fadda, Ahmed A. published the artcileSynthesis, characterization, antioxidant and antitumor evaluation of new phthalocyanines containing peripherally functionalized fused heterocyclic compounds, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Dyes and Pigments (2018), 300-312, database is CAplus.

The synthesis of novel phthalocyanines with various functional groups and/or heterocycles at peripheral and axial positions via the reaction of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) with 1,4-diazabicyclo[2.2.2]octane (DBO) was reported. Also, reaction of modified phthalonitrile derivatives with hydroquinone or DDQ afforded the corresponding new phthalocyanine derivatives Moreover, a new generation of phthalocyanine derivatives were synthesized by cyclotetramerization of phthalic anhydride derivatives in the presence of 1,3-divinyl-1,1,3,3-tetramethyldisilazane as catalyst. The structures of newly synthesized compounds were established by both elemental and spectral analyses. The antioxidant activity of the products was screened in series of in-vitro tests. In addition, the toxicity of the synthesized compounds was studied at four different cell lines HepG2, WI-38, Vero and MCF-7 cell lines. According to the results, compounds I and II showed very strong activity against all cell lines and act as good antioxidant agents.

Dyes and Pigments 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

Song, Hong published the artcileSynthesis and herbicidal activity of novel 4-acyl-2,5-disubstituted-3-hydroxypyrazoles and 4-arylcarbonyl-3-substituted-isoxazol-5-ones, Computed Properties of 1076-59-1, the publication is Journal of Heterocyclic Chemistry (2013), 50(6), 1381-1385, database is CAplus.

Novel 2,5-disubstituted 4-acyl-3-hydroxypyrazoles I and II (R = Me, R¹ = Ph; R = Me, R¹ = 4-ClC₆H₄; R = Me, R¹ = 4-FC₆H₄; R = R¹ = Ph) and 4-aroylisoxazol-5-ones III (R = Me, R¹ = Ph, 2-ClC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄, 2-FC₆H₄, 4-FC₆H₄, 4-MeC₆H₄; R = Ph, R¹ = 2-ClC₆H₄, 4FC₆H₄) were synthesized by Schotten-Baumann reaction of acyl chlorides with appropriate 2,4-dihydropyrazol-3-ones and 4H-isoxazol-5-ones, resp., followed by Fries rearrangement in the presence of Ca(OH)₂ and CaO as the catalyst. ¹H NMR indicated that I and II existed in enol forms and III in keto configurations. Preliminary bioassays showed that some of the title compounds I–III exhibited moderate to good herbicidal activities against Brassica campestris at 100 mg/L. Isoxazoles III showed better herbicidal activity against B. campestris than pyrazoles I and II at 100 mg/L. Moreover, most of the isoxazoles displayed higher herbicidal activity against B. campestris than Echinochloa crus-galli. However, these compounds showed weak herbicidal activities at 10 mg/L.

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 C8H7NaO4S, Computed Properties of 1076-59-1.

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