Day: November 21, 2022

Sivaguru, Paramasivam published the artcileSynthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite, Application of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Tetrahedron Letters (2014), 55(41), 5683-5686, database is CAplus.

In this Letter we wish to report a simple and efficient synthetic protocol for the synthesis of 5-substituted 1H-tetrazole derivatives through the [2+3] cycloaddition of nitriles with sodium azide using ceric ammonium nitrate supported HY-zeolite as a novel catalyst. Excellent yields of the corresponding tetrazoles were obtained through this cost-effective protocol under aerobic conditions with shorter reaction time under mild reaction conditions.

Tetrahedron Letters published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C11H10O, Application of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

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

Vignesh, Arumugam published the artcileConversion of Arylboronic Acids to Tetrazoles Catalyzed by ONO Pincer-Type Palladium Complex, Formula: C8H5F3N4, the publication is Journal of Organic Chemistry (2017), 82(2), 887-892, database is CAplus and MEDLINE.

A convenient synthesis of a library of tetrazoles through a novel and operationally simple protocol effecting the direct conversion of arylboronic acids catalyzed by a new ONO pincer-type Pd(II) complex under mild reaction conditions using the readily available reagents is reported. The palladium complex was reused up to four cycles in an open-flask condition.

Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C14H10O4S2, Formula: C8H5F3N4.

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

Livingstone, Keith published the artcileOne-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles, Computed Properties of 2251-79-8, the publication is Journal of Organic Chemistry (2020), 85(11), 7413-7423, database is CAplus and MEDLINE.

2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochem. as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the practical synthesis of a library of these derivatives Herein, we disclose the development of a modular approach toward 2,5-diaryltetrazoles compatible with an array-type protocol, facilitated by a tandem Suzuki-hydrogenolysis approach.

Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Computed Properties of 2251-79-8.

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

Attanasi, Orazio A. published the artcileInvestigation on the reactivity of isoxazol-5-ones towards 1,2-diaza-1,3-dienes: new entry to variously substituted (imidazol-2-yl)acetate and 1,3-oxazin-6-one derivatives, SDS of cas: 1076-59-1, the publication is Tetrahedron (2012), 68(2), 608-613, database is CAplus.

1,2-Diaza-1,3-dienes (DDs) undergo, under neutral conditions, N-nucleophilic attack from a 4-ethoxycarbonylisoxazol-5-one derivative The first aza-Michael addition is followed by an intramol. second, affording a fused heterobicyclic system that, upon ring opening and decarboxylation processes, gives rise to novel substituted imidazoles e. g., I with an acetate functionality in the 2-position. On the contrary, under the same reaction conditions, 3-phenylisoxazol-5-one provides a double Michael addition at two units of DD involving first the C-4 and then the N-2 of the heterocycle. The resulting diadduct spontaneously undergoes ring-opening/ring-closing process that concludes with a ring enlargement of the heterocycle providing the 1,3-oxazin-6-one deriv II(R¹ = CO₂Me, R² =Ph, Me, 4-NO₂-C₆H₄; R¹ = CO₂tBu,CONHPh, R² = Ph).

Tetrahedron 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, SDS of cas: 1076-59-1.

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

Yadav, Anubha published the artcileLewis-Base-Catalyzed Domino Reaction of Morita-Baylis-Hillman Carbonates of Isatins with Enolizable Cyclic Carbonyl Compounds: Stereoselective Access to Spirooxindole-Pyrans, Category: isoxazole, the publication is Asian Journal of Organic Chemistry (2018), 7(8), 1595-1599, database is CAplus.

An efficient, organocatalytic, environmentally friendly and stereoselective [3+3] one-pot allylic alkylation/oxa-Michael reaction of a wide range of Morita-Baylis-Hillman carbonates I (R¹ = H, 5-Cl, 5-F, 5,7-Br₂, 5-Me, 5-O₂N; R² = Me, Et, H₂C:CHCH₂, HCCCH₂, Boc, PhCH₂; R³ = EtO₂C, CN) with pharmacol. attractive enolizable C-H activated cyclic carbonyl compounds, such as pyrazolones II (R⁴ = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-NCC₆H₄; R⁵ = Me, Ph, 4-MeC₆H₄), isoxazolones, 4-hydroxycoumarins, 4-hydroxy-6-methyl-α-pyrone, lawsone and dimedone in a biomass-derived 2-MeTHF as green solvent catalyzed by DABCO as a solid Lewis-base catalyst is reported. This protocol delivers a unique class of medicinally promising spirooxindole-fused-dihydropyran scaffolds, e.g. III.

Asian 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 C15H10O2, Category: isoxazole.

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

Poomathi, Nataraj published the artcileBronsted acid catalysed eco friendly synthesis of quaternary centred C-3 functionalized oxindole derivatives, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is New Journal of Chemistry (2018), 42(18), 14817-14826, database is CAplus.

A facile atom economic and eco friendly protocol for the synthesis of biol. important quaternary centered C-3 functionalized oxindole derivatives, with a novel nucleus, in high yields was demonstrated by employing 3-hydroxy-2-oxindole, isoxazolone/pyrazolone and environmentally benevolent p-toluene sulfonic acid as a catalyst. The advantages of this protocol were wide substrate scope, practical simplicity, benign solvent and good yields. All the synthesized compounds were evaluated for their in-vitro anti-microbial activity. Several compounds exhibited good activities comparable to those of established standard drugs. Furthermore, the anti-cancer activity of compounds I [R = 5-Cl, , R¹ = H, R² = 5-Br, R = 5-Cl, , R¹ = Ph, R² = H] were preliminarly demonstrated by in-vitro evaluation against human tumor cell lines MCF-7 and Hep-2, using MTT-based assays with com. available standard drug cisplatin as a pos. control. Gratifyingly, compounds I [R = 5-Cl, , R¹ = H, R² = 5-Br, R = 5-Cl, , R¹ = Ph, R² = H] exhibited good in vitro inhibitory activities against Hep-2 and MCF-7 cell lines. These results indicate that 3-indolyl oxindole substituted isoxazole analogs may be potential lead compounds for further biol. screening.

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, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

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

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

Levinson, F. S. published the artcileEvaluation of the Effect of the Furazane Fragment on the NH Acidity of 4- and 5-Picrylaminobenzofurazanes in DMF and DMSO, Product Details of C6H5N3O, the publication is Russian Journal of General Chemistry (2005), 75(6), 933-935, database is CAplus.

The products of the reactions of picryl chloride with isomeric aminobenzofurazans in DMF and DMSO were studied by nonaqueous potentiometric titration The effect of the position of the furazan fragment in 4- and 5-picrylaminobenzofurazans on the NH acidity is considered. The electron-acceptor properties of the furazan fragment were evaluated via inclusion of the resulting data into the pK _a-σ correlation for 2,4,6-trinitrodiphenylamines. On this basis, conventional Hammett σ constants were calculated for the furazan fragment located in the immediate vicinity of the N-H center and one position distant from it.

Russian Journal of General Chemistry published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C6H5N3O, Product Details of C6H5N3O.

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