Category: 1076-59-1

Fernandes, Alessandra A. G. published the artcileRuCl₃/ PPh₃ – Catalyzed Direct Conversion of Isoxazol-5-ones to 2,3-Disubstituted Pyridines, Product Details of C9H7NO2, the publication is ChemistrySelect (2019), 4(12), 3360-3365, database is CAplus.

A novel catalytic system employing RuCl₃/ PPh₃ was described for the preparation of 2,3-disubstituted pyridines starting from 3,4-disubstituted isoxazol-5-ones and acrolein. Mechanistic studies involving ³¹P NMR, HRMS analyses and control experiments were performed in order to supported key events and intermediates proposed for this transformation.

ChemistrySelect 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, Product Details of C9H7NO2.

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

Li, Long published the artcileRegioselectivity Switch in Palladium-Catalyzed Allenylic Cycloadditions of Allenic Esters: [4+1] or [4+3] Cycloaddition/Cross-Coupling, Category: isoxazole, the publication is Angewandte Chemie, International Edition (2019), 58(14), 4710-4713, database is CAplus and MEDLINE.

The first Pd-catalyzed asym. allenylic [4+1] cycloaddition was successfully developed. Alternatively, tuning the Pd catalyst switched the reactivity toward an unprecedented [4+3] cycloaddition/cross-coupling. Ligands play a vital role in controlling the reaction pathway, allowing highly selective access to different products from identical substrates. Biol. evaluation of the obtained compounds led to the discovery of new antitumor targets. A possible mechanism is proposed, suggesting two interesting catalytic cycles for the cycloaddition with palladium-butadienyls. This study also demonstrated the potential and utility of allenic esters as 1,4-biselectrophiles and C₄ synthons for participating in cycloaddition reactions.

Angewandte Chemie, International Edition 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

Loro, Camilla published the artcileNon-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids, Quality Control of 1076-59-1, the publication is Organic Letters (2022), 24(16), 3092-3096, database is CAplus and MEDLINE.

Non-decarboxylative ruthenium-catalyzed rearrangement of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl₂(p-cymene)]₂, without any additive, afforded pyrazole-4-carboxylic acids I [R¹ = Me, Pr, Ph, etc.; R² = H, Me, Et, etc.; R³ = Ph, CH₂Bn, etc.] and isoxazole-4-carboxylic acids I [R¹ = Me, Pr, Ph, etc.; R² = H, Me, Ph, etc.] resp. The presence of an intramol. H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that was expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which afforded the rearranged products I and II. A gram scale protocol demonstrated the synthetic applicability of this transformation.

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, Quality Control of 1076-59-1.

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

Das, Nalini Prava published the artcileFungicidal activity of some substituted 5-isoxazolones, Application In Synthesis of 1076-59-1, the publication is Acta Ciencia Indica, Chemistry (2011), 37(3), 239-243, database is CAplus.

Thirty three compounds of substituted 5-isoxazolones were tested against Colletotrichum dasturii and Phytophthora parasitica var. piperina. The fungitoxicity were analyzed according to the structure of the compounds A standard com. fungicide called ortho-phaltan WB 50% was also tested under similar conditions. It is noticed that some of the synthesized compounds in the present investigations have fungicidal activity in the same range.

Acta Ciencia Indica, 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

Rieckhoff, Stefan published the artcileDouble Regioselective Asymmetric C-Allylation of Isoxazolinones: Iridium-Catalyzed N-Allylation Followed by an Aza-Cope Rearrangement, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Angewandte Chemie, International Edition (2018), 57(5), 1404-1408, database is CAplus and MEDLINE.

Isoxazolinones are biol. and synthetically interesting densely functionalized heterocycles, which for a long time were not accessible in enantioenriched form by asym. catalysis. Next to the deficit of enantioselective methods, the functionalization of isoxazolinones is often plagued by regioselectivity issues due to the competition of various nucleophilic centers within the heterocycles. The authors report the first regio- and enantioselective C-allylations of isoxazolinones. These occur with high regioselectivity in favor of the linear allylation products, although Ir phosphoramidite catalysts were used, which commonly results in branched isomers. The authors’ studies suggest that this outcome is the result of a reaction cascade via an initial regio- and enantioselective N-allylation to provide a branched allyl intermediate, followed by a spontaneous [3,3]-rearrangement resulting in chirality transfer.

Angewandte Chemie, International Edition 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

Kristofikova, Dominika published the artcileMechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination, HPLC of Formula: 1076-59-1, the publication is ACS Sustainable Chemistry & Engineering (2020), 8(38), 14417-14424, database is CAplus.

Mechanochem. activation effectively mediated asym. organocatalytic domino Mannich addition followed by diastereoselective fluorination. The Mannich reactions of pyrazolone and to a lesser extent of isoxazolones were effective under solvent-free ball-milling conditions. This reaction in combination with chiral squaramide catalyst provided corresponding products in high yields and enantiomeric purities up to 99:1 e.r. and as a single diastereomer. DFT calculations revealed reasons for high diastereoselectivity. Mechanochem. activation shortens reaction time and increase mass intensity of the stereoselective organocatalytic Mannich reaction-fluorination that afford chiral heterocyclic compounds

ACS Sustainable Chemistry & Engineering 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

Poomathi, Nataraj published the artcileReaction of isatins with 6-amino uracils and isoxazoles: isatin ring-opening vs. annulations and regioselective synthesis of isoxazole fused quinoline scaffolds in water, Name: 3-Phenylisoxazol-5(2H)-one, the publication is Green Chemistry (2015), 17(6), 3362-3372, database is CAplus.

A green and efficient straightforward approach for the regioselective synthesis of novel 6-amino-5-(3-phenylisoxazolo[5,4-b]quinolin-4-yl)pyrimidine-2,4(1H,3H)-diones and 3-methyl-1-phenyl-4-(3-phenylisoxazolo[5,4-b]quinolin-4-yl)-1H-pyrazol-5-amines via the cleavage of the isatin C-N bond followed by a ring expansion reaction in a one-pot manner has been established using environmentally benevolent p-toluene sulfonic acid as a catalyst. An exciting feature of this article is the reaction mechanism that depends on the nature of the group attached to the isatin ring nitrogen atom. The main advantages of this protocol include a short reaction time, an excellent yield, easy work-up, practical simplicity, high regioselectivity and the absence of extraction and chromatog. purification steps.

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 C9H7NO2, Name: 3-Phenylisoxazol-5(2H)-one.

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

Elumalai, K. published the artcileCrystal structure analysis of 6-amino-5-(6-fluoro-3-phenylisoxazolo[5,4-b]quinolin-4-yl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, Application of 3-Phenylisoxazol-5(2H)-one, the publication is International Journal of ChemTech Research (2017), 10(4), 190-194, database is CAplus.

The crystal structure anal. of 6-amino-5-(6-fluoro-3-phenylisoxazolo[5,4-b]quinolin-4-yl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione was studied using x-ray diffraction method. The compound crystallizes in Monoclinic P21/c space group with unit cell parameters at 296(2) K as follows: a = 13.3119(5) 脜 , b = 10.7033(4) 脜 , c = 13.8141(4) 脜 , 伪 = 90掳, 尾 = 91.8261(12)掳, 纬 = 90掳. Crystal data was collected using BRUKER SMART APEX II CCD X-ray diffractometer. The structure was solved by direct methods and refined on F² by full-matrix least-squares procedures to the final R₁ of 0.0384 using SHELXL programs.

International Journal of ChemTech Research 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

Kausar, Nazia published the artcileA green synthetic approach toward the synthesis of structurally diverse spirooxindole derivative libraries under catalyst-free conditions, Quality Control of 1076-59-1, the publication is Molecular Diversity (2017), 21(2), 325-337, database is CAplus and MEDLINE.

A catalyst-free green methodol. for the synthesis of pharmacol. important spirooxindole derivatives has been developed by a three-component domino reaction between isatin, various amino compounds, and 1,3-dicarbonyl or 3-phenylisoxazolone compounds in Et L-lactate medium at room temperature This new efficient synthetic method facilitated the formation of a wide range of biol. significant spirooxindole derivatives (including 17 new spirooxindoles) under very mild conditions. The cytotoxic activity of one of the isoxazole-fused spirooxindoles was evaluated in MDA-MB 468 breast cancer cell line. It was found that cell survivability decreases with increasing concentration of the selected compound in MDA-MB 468 breast cancer cells.

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 C9H7NO2, Quality Control of 1076-59-1.

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

Moshkin, Vladimir S. published the artcileReinvestigation of the reaction between aromatic aldehydes, 3-phenyl-5-isoxazolone and sarcosine: Stabilized azomethine ylides as a synthetic equivalent of the methylaminomethyl anion, Synthetic Route of 1076-59-1, the publication is Tetrahedron Letters (2020), 61(16), 151770, database is CAplus.

The reaction of aromatic aldehydes, 3-phenyl-5-isoxazolone and sarcosine proceeded smoothly at reflux in methanol to give (Z)-4-arylidene-3-phenylisoxazol-5(4H)-ones, whereas addition of isatin to reaction mixture changes the result, providing oximes of 4-aryl-3-benzoyl-1-methylpyrrolidin-2-ones I [Ar = Ph, 4-O₂NC₆H₄, 2-naphthyl, etc.] in 38-72% yield.

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, Synthetic Route of 1076-59-1.

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