Category: 1076-59-1

Jurberg, Igor D. published the artcileAn Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones, Category: isoxazole, the publication is Chemistry – A European Journal (2017), 23(41), 9716-9720, database is CAplus and MEDLINE.

A two-step reaction sequence is described for the asym. formal α-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity.

Chemistry – A European Journal 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

Xiao, Wei published the artcileOrganocatalytic Asymmetric Four-Component [5+1+1+1] Cycloadditions via a Quintuple Cascade Process, COA of Formula: C9H7NO2, the publication is Advanced Synthesis & Catalysis (2018), 360(18), 3526-3533, database is CAplus.

An asym. four-component [5+1+1+1] formal cycloaddition reaction of 3-substituted 2-cyclopentenones, activated methylene nucleophiles and two mols. of aldehydes was developed under chiral primary aminocatalysis, producing a diversity of highly enantioenriched fused and spirocyclic frameworks with high mol. complexity. Mechanism studies indicated that the current reaction proceeded in a challenging cascade quintuple Knoevenagel condensation/Michael addition/retro-Michael addition/Michael addition/Michael addition sequence via diverse aminocatalytic modes.

Advanced Synthesis & Catalysis 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 C15H21BO2, COA of Formula: C9H7NO2.

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

Meng, Wen-Ting published the artcileOrganocatalytic asymmetric one-pot sequential conjugate addition/dearomative fluorination: synthesis of chiral fluorinated isoxazol-5(4H)-ones, Safety of 3-Phenylisoxazol-5(2H)-one, the publication is Journal of Organic Chemistry (2013), 78(2), 559-567, database is CAplus and MEDLINE.

A facile one-pot sequential conjugate addition/dearomative fluorination transformation of isoxazol-5(4H)-ones with nitroolefins and N-fluorobenzenesulfonimide (NFSI) has been developed. By using a bifunctional chiral tertiary amino-thiourea catalyst, a series of chiral fluorinated isoxazol-5(4H)-ones containing one fluorine-substituted quaternary stereocenter were obtained in high yields with high enantio- and diastereoselectivities. Further transformation of adducts could afford isoxazolidin-5-one derivatives with three contiguous stereocenters.

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

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

Zhu, Yi-Ming published the artcilePalladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives, Synthetic Route of 1076-59-1, the publication is Advanced Synthesis & Catalysis (2021), 363(3), 808-818, database is CAplus.

A palladium catalyzed ring expansion reaction of isoxazolones with isocyanides was disclosed. In the reaction, a cascade process involving ring-opening/cyclization was suggested. The reaction features high at. economy due to no elimination of CO₂ occurred. Moreover, products obtained demonstrate aggregation-induced emission properties with relatively high solid-state emission efficiencies.

Advanced Synthesis & Catalysis 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 C38H74Cl2N2O4, Synthetic Route of 1076-59-1.

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

Zhao, Tuan published the artcileA ZnCl₂-Catalyzed Knoevenagel Condensation/1,5-Hydride Shift/Cyclization Sequence: Synthesis of Novel Spiroisoxazol-5-one Tetrahydroquinolines, Computed Properties of 1076-59-1, the publication is ChemistrySelect (2016), 1(13), 3713-3717, database is CAplus.

A concise synthesis of novel spiroisoxazol-5-one-tetrahydroquinoline derivatives e.g., I (X = O) was developed by zinc chloride-catalyzed stereoselective Knoevenagel condensation/1,5-hydride shift/cyclization reaction of o-(dialkylamino)benzaldehydes with isoxazol-5-ones. Using this method, spiroisoxazolone-tetrahydroquinoline products were obtained in good to high yields (up to 97 % yield) with good to excellent diastereoselectivities (up to >95:5 dr). In addition, a novel 5-hydroxy-spiroisoxazoline derivative II was prepared by reduction of compound I (X = O) with lithium aluiminum hydride. Furthermore, spiroisoxazolone-tetrahydroquinoline derivative I (X = O) was transformed into spiropyrazolone I (X = NH) by reaction with hydrazine hydrate.

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 C13H18BFO2, Computed Properties of 1076-59-1.

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

Niu, Qingqing published the artcileIsatins 3-C annulation vs ring-opening: Two different pathways for synthesis of spiro compounds via multicomponent reactions, Application In Synthesis of 1076-59-1, the publication is Tetrahedron Letters (2019), 60(43), 151181, database is CAplus.

An efficient synthesis of spiro compounds I (R¹ = 5-CH₃, 7-Br, 6-Cl, etc.; R² = H, Me; R³ = H, Ph), II [R³ = 7-CF₃, 5,7-(Me)₂, 7-I, etc.; R⁴ = H, Me], III and IV (R³ = H) via two different pathways from the reactions of isatins, 3-phenylisoxazol-5(4H)-one, (3-ethylisoxazol-5(4H)-one) and pyrazol-5-amine, (6-aminopyrimidine-2,4(1H,3H)-dione) was reported. The catalyst Amberlyst-15 could be easy recycled and reused for many time without any appreciable loss in catalytic activity. The new type spiro compounds were gained through the ring-opening of isatins process. The structures of spiro[indoline-3,4′-isoxazolo[5,4-b]pyrazolo[4,3-e]pyridin]-2-one, spiro[isoxazolo[5,4-b]quinoline-4,5′-pyrrolo[2,3-d]pyrimidine]-2′,4′,6′(1’H,3’H,7’H)-trione and spiro[indoline-3,4′-pyrazolo[3,4-b]pyridine]-2,6′(5’H)-dione were successfully confirmed by ¹H NMR, ¹³C NMR, HRMS, and X-ray crystal diffraction anal.

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, Application In Synthesis of 1076-59-1.

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

Liu, Haidong published the artcileα-Iminyl Cation-Involved Indole Construction via Bronsted Acid Promoted Reaction of Isoxazol-5-ones, Application of 3-Phenylisoxazol-5(2H)-one, the publication is Journal of Organic Chemistry (2022), 87(16), 11226-11230, database is CAplus and MEDLINE.

Herein, a strategically novel method for the efficient construction of indole skeletons I (R¹ = Ph, furan-2-yl, cyclohexyl, etc.; R² = H, Me, C(O)OH; R¹R² = -((CH₂)₄)-; R³ = 5-Me, 7-Cl, 4-Br, etc.) using 2-phenylisoxazol-5-ones as the starting material was reported. This reaction proceeds via Bronsted acid promoted α-iminyl cation generation by N-O bond cleavage and a subsequent intramol. cyclization to obtain 1H-indole-3-carboxylic acids, which further undergoes decarboxylation to afford the final product. Control experiments show that the N-O bond cleavage and intramol. cyclization proceeds so fast that the 1H-indole-3-carboxylic acids, could be isolated in high yields even after 5-10 min. The substrate scope of this transformation is broad and the desired products are obtained in moderate to good yields. The transition-metal-free reaction condition, CO₂ as the sole byproduct, and good practicability adds synthetic potential of this transformation in pharmaceuticals and flavors industry.

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

Feng, Bin-Bin published the artcileA Convenient Synthesis of Spiro[isoxazole-pyrazoloquinoline] Derivatives under Catalyst-Free Conditions, Product Details of C9H7NO2, the publication is Synthesis (2016), 48(1), 65-72, database is CAplus.

The same three-component reaction of aromatic aldehyde, 1H-indazol-6-amine and 3-phenylisoxazol-5(4H)-one in refluxing ethanol under catalyst-free conditions gave two entirely different kinds of products depending on the substituents on the benzene ring. The reaction selectively gave 5H-spiro[isoxazole-4,8′-pyrazolo[3,4-f]quinolin]-5-ones with strong electron-withdrawing groups on the aromatic aldehyde, while it resulted in ring-opened pyrazoloquinoline derivatives with other substituents. The former structure was confirmed by x-ray diffraction anal.

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, Product Details of C9H7NO2.

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

Zhu, Yi-Ming published the artcilePalladium Catalyzed Insertion Reaction of Isocyanides with 3-Arylisoxazol-5(4H)-ones: Synthesis of 4-Aminomethylidene Isoxazolone Derivates, COA of Formula: C9H7NO2, the publication is Journal of Organic Chemistry (2019), 84(17), 11007-11013, database is CAplus and MEDLINE.

A palladium catalyzed insert reaction of isocyanides to 3-arylisoxazol-5(4H)-ones for the construction of 4-aminomethylidene isoxazolone derivatives is reported. In this transformation, only the C-H bond of the methylene group was involved while the remaining ring structure was retained. In general, this work provided a new protocol for the synthesis of 4-aminomethylidene isoxazolones.

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 C38H74Cl2N2O4, COA of Formula: C9H7NO2.

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

Jiang, Di published the artcileSynthesis of donor-acceptor molecules based on isoxazolones for investigation of their nonlinear optical properties, HPLC of Formula: 1076-59-1, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2013), 1(36), 5694-5700, database is CAplus.

Donor-acceptor mols. that incorporate N,N-dimethylaniline or carbazole as the common electron donor and 3-phenyl-5-isoxazolone as the electron acceptor moiety were synthesized and their structural and optical properties and self-assembly behaviors were studied. All these compounds showed the property of aggregation induced emission (AIE). These compounds with different donors and different conjugation could be self-assembled into different superstructures such as ribbon-like architectures, hollow nanospheres, multilayer plates or rhombic microplates by phase transfer methodol. or solvent-vapor techniques. Also, the nonlinear optical (NLO) properties of the four D-A mols. were studied by the Z-scan technique and all of these compounds exhibited 3rd-order nonlinear absorption effects.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices 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