Category: 1076-59-1

Wan, Ting published the artcileRh(III)-Catalyzed [4 + 2] Annulation of 3-Aryl-5-isoxazolone with Maleimides or Maleic Ester, Synthetic Route of 1076-59-1, the publication is Organic Letters (2020), 22(16), 6484-6488, database is CAplus and MEDLINE.

The Rh(III)-catalyzed [4 + 2] annulation of 3-aryl-5-isoxazolones with maleimides or maleic ester has been developed, which gives synthetically important 3,4-dihydroisoquinoline derivatives in good to excellent yields. This facile protocol can tolerate a variety of functional groups, and CO₂ was produced as the predominant byproduct. Notably, a C-C bond and a C-N bond were formed simultaneously. This protocol could be easily scaled up.

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 C15H14Cl2S2, Synthetic Route of 1076-59-1.

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

Priya, Y. Sushma published the artcileIntricate spectroscopic profiling, light harvesting studies and other quantum mechanical properties of 3-phenyl-5-isooxazolone using experimental and computational strategies, HPLC of Formula: 1076-59-1, the publication is Journal of Molecular Structure (2020), 127461, database is CAplus.

This manuscript presents the detailed exptl. and computational structural, phys. property study of 3-phenyl-5-isoxazolone (3P5I). Different exptl. spectral studies like IR, UV, Raman and NMR were used to get an insight on the actual structure of the compound |It was followed by computational simulation of the structure using DFT approach employing B3LYP functional and 6-311++G (d, p) basis set. Scaled quantum mech. force field method (SQMFF) was used to assign different vibrations in the spectra using normal coordinate anal. (NCA) and found that close agreement with investigational values. Exptl. NMR spectra (¹H and ¹³C NMR) were also compared with the theor. simulated spectra using GIAO-gauge independent AO formalism. The UV-vis spectrum of compound was also studied extensively using theor. and exptl. techniques. Most importantly, the compound shows high light harvesting efficiency hence can be used like a very good photosensitizer in DSSC (dye sensitized solar cells). The overall efficiency of the cell is more than 8% in a titanium dioxide based cell, which is high when compared to similar cells. MEP surfaces, HOMO-LUMO, NLO properties, chem. reactivity descriptors, NBO anal., and Mulliken at. charge anal. were also executed to predict phys. as well as chem. properties. Mol. docking simulations show that the compounds can be used as effective apoptosis agonist and antiasthmatic agent.

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, HPLC of Formula: 1076-59-1.

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

Mahran, Asma M. published the artcileSynthesis and antiproliferative activity of novel polynuclear heterocyclic compounds derived from 2,3-diaminophenazine, Application In Synthesis of 1076-59-1, the publication is European Journal of Medicinal Chemistry (2015), 568-576, database is CAplus and MEDLINE.

2,3-Diaminophenazine was used as a precursor for the preparation of novel phenazine derivatives such as imidazo[4,5-b]phenazine-2-thione and its derivatives All compounds were tested as inhibitors of the proliferation of human lung carcinoma and colorectal cancer cell lines through inhibition of tyrosine kinases. Most of compounds exert good activity against the two cancer cell lines. Five compounds were found to possess the same activity as the standard drug cisplatin. The synthesis of the target compounds was achieved using 2,3-phenazinediamine, 5,5-dimethyl-1,3-cyclohexanedione, 3-phenyl-5(4H)-isoxazolone, 2,4-dihydro-5-methyl-2-phenyl-3-pyrazol-3-one, 3-oxobutanoic acid Et ester, propanedioic acid, benzoic acid, ethanedioyl dichloride, 3,4-dichloro-2,5-furandione, 2-chloro-2-(2-phenylhydrazinylidene)acetic acid Et ester, benzaldehyde derivatives, etc., as starting materials. The title compounds thus formed included 2-(3-chlorophenyl)-1H-imidazo[4,5-b]phenazine, 1,3-dihydro-2H-imidazo[4,5-b]phenazine-2-thione, 1,4-dihydropyrazino[2,3-b]phenazine-2,3-dione, N,N‘-2,3-phenazinediylbis[benzamide].

European Journal of Medicinal 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

Yu, Liping published the artcileFacile Synthesis of Spirocyclic Tetrahydroquinolines via C(sp³)-H Functionalization in a Cascade Redox Process, Product Details of C9H7NO2, the publication is Synthesis (2022), 54(5), 1309-1320, database is CAplus.

An environmentally benign cascade redox process was developed for the efficient construction of the pharmaceutically significant spirocyclic tetrahydroquinolines via sequential S_NAr/Knoevenagel condensation/[1,5]-hydride transfer/cyclization. This green transformation has the features of being catalyst-free, additive-free, operationally simple and has high step- and atom-economy.

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 C12H10O4S, Product Details of C9H7NO2.

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

Pardasani, R. T. published the artcileSynthesis, computational study, configurational analysis and biological activity of imidazolidinone, thiazolidinone and isoxazolone derivatives of 1,2-naphthoquinone, Formula: C9H7NO2, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2014), 53B(5), 619-624, database is CAplus.

The Knoevenagel type condensation reactions of 1,2-naphthoquinone with imidazolidinone, thiazolidinone and isoxazolone to yield their resp. derivatives I [X = NH, N(CH₃), S; Y = O, S, NH] were described. DFT calculation revealed that the heat of formation (δH_f) of monocondensation products are much lower than the corresponding biscondensation products, suggesting their feasibility and thermodn. stability. Newly synthesized products showed significant antibacterial and antifungal activity.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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, Formula: C9H7NO2.

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

Lakshmi, Neelakandan Vidhya published the artcileNew pathway to pyrrolidinones and pyrrolizidinones using aryl aldehydes, 3-phenyl-5-isoxazolone and secondary amino acids, Synthetic Route of 1076-59-1, the publication is Tetrahedron Letters (2013), 54(14), 1817-1820, database is CAplus.

A novel and efficient approach to pyrrolidinones and pyrrolizidinones via a one-pot multicomponent reaction of aryl aldehydes, 3-phenyl-5-isoxazolone, sarcosine and L-proline, resp. in methanol under reflux condition is reported.

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

Kiruthika, Selvarangam E. published the artcileAn easy protocol for the domino synthesis of diversely functionalized spirocarbocycles and their biological evaluation, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Journal of Chemical Sciences (Bangalore, India) (2014), 126(1), 177-185, database is CAplus.

A base-catalyzed domino reaction for the synthesis of spirocarbocycles I [R = 4-CH₃C₆H₄, 4-ClC₆H₄, naphth-1-yl, etc.; n = 13̃] in excellent yields using in situ generated chalcones and alkylidene malononitriles [alkyl = cyclohexyl, cyclopentyl, cycloheptyl, etc.] was reported. The key steps include Knoevenagel condensation followed by intermol. vinylogous Michael addition and intramol. cyclization. The synthesized compounds were evaluated for their antimicrobial activity and the compounds exhibited moderate to excellent activities.

Journal of Chemical Sciences (Bangalore, India) 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

Dawange, Monali published the artcileA synthetic route towards 3,4-disubstituted pyrrolidin-2-ones via a Michael addition and reductive ring closing strategy, Safety of 3-Phenylisoxazol-5(2H)-one, the publication is New Journal of Chemistry (2017), 41(9), 3612-3618, database is CAplus.

Pyrrolidin-2-one derivatives were synthesized via DABCO mediated Michael addition of isoxazol-5(4H)-ones with nitroalkenes, followed by one pot reduction of the nitro group and ring cleavage with cyclization. 2-Pyrrolidinone scaffolds with a wide range of substituents were synthesized with good yield and diastereoselectivity by using this protocol.

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

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

Smetanin, Ilia A. published the artcileA novel strategy for the synthesis of thermally stable and apoptosis-inducing 2,3-dihydroazetes, COA of Formula: C9H7NO2, the publication is Organic & Biomolecular Chemistry (2016), 14(19), 4479-4487, database is CAplus and MEDLINE.

A general and concise approach to thermally and hydrolytically stable alkyl 2,3-dihydroazete-2,3-di-/2,2,3-tricarboxylates from alkyl 2-bromoazirine-2-carboxylates or 4-bromo-5-alkoxyisoxazoles is reported. The synthesis involves the formation of 2-azabuta-1,3-diene by the reaction of rhodium carbenoid with isoxazole or azirine followed by cyclization/hydrodebromination cascade. The latter reaction is the first example of the selective hydrodehalogenation of a valence isomer under equilibrium conditions. In vitro cytotoxicity tests on THP-1 cell line revealed that the 2,3-dihydroazetes greatly differ in their ability to induce apoptosis and/or necrosis. To adequately describe and quant. assess these properties, the difference between the two areas under the curves of concentration dependency of apoptosis/necrosis induction within the concentration range was used. Tri-Me 4-phenyl-2,3-dihydroazete-2,2,3-tricarboxylate was found to display the maximal apoptotic potential coupled with high cytotoxic and minimal necrotic potential.

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 C8H7N3, COA of Formula: C9H7NO2.

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

Filippov, Ilya P. published the artcileA One-pot Synthesis of Multifunctionalized 1-Pyrrolines from 2-Alkyl-2H-azirines and Diazocarbonyl Compounds, Product Details of C9H7NO2, the publication is Journal of Organic Chemistry (2022), 87(13), 8835-8840, database is CAplus and MEDLINE.

A novel strategy for the synthesis of 1-pyrrolines I [R = Me, Et; R¹ = CO₂Me, CO₂Et, Ph, 6-chloro-2-pyridyl; R² = H, Me, Ph, CO₂Me, pyrrolidine-1-carbonyl; R³ = H, Me, OH, Ph, CO₂Me; Ar = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-BrC₆H₄] based on formal [4+1] annulation of 2-alkyl-2H-azirines with diazocarbonyl compounds had been developed. This one-pot approach included the Rh(II)-catalyzed formation of 4-alkyl-2-azabuta-1,3-dienes, followed by the DBU-promoted cyclization, and featured a good substrate tolerance. The 1-pyrrolines II [R⁴ = Ph, 2-naphthyl; R⁵ = Me, t-Bu, i-Bu; R⁶ = H, Me, Et, etc.; R⁷ = H, Me] containing an ester group at the C3 were prepared in a three-step one-pot procedure starting from 5-alkoxyisoxazoles. The cyclization of 2-azabutadienes to 1-pyrrolines most likely proceeded via the 6π electrocyclization of a conjugated NH-azomethine ylide.

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, Product Details of C9H7NO2.

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