Category: isoxazole

Zhang, Yicheng published the artcileA novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide, Product Details of C9H6BrNO, the main research area is arylisoxazole chemoselective preparation; oxidative cyclocondensation methyl phenyl arylpropargylamine iodobenzene acetate hydroxyphthalimide.

5-Arylisoxazoles were prepared in 62-88% yields by oxidative cyclocondensation of N-hydroxyphthalimide with N-methyl-N-Ph arylpropargylamines RCCCH2NMePh (R = Ph, 4-MeC6H4, 4-EtC6H4, 4-i-PrC6H4, 4-t-BuC6H4, 4-BuC6H4, 4-MeOC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-MeO2CC6H4, 4-EtO2CC6H4, 3-MeC6H4, 2-MeC6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 3-FC6H4, 3-ClC6H4, 3-BrC6H4, 4-pyridinyl, 3,5-Me2C6H3, 3,4-Me2C6H3, 3,4-Cl2C6H3) mediated by PhI(OAc)2 without added metallic reagents in Et acetate at ambient temperature

Tetrahedron Letters published new progress about Amines, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Product Details of C9H6BrNO.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Debbarma, Suvankar published the artcileHarnessing Stereospecific Z-Enamides through Silver-Free Cp*Rh(III) Catalysis by Using Isoxazoles as Masked Electrophiles, Application In Synthesis of 7064-33-7, the main research area is stereospecific enamide preparation rhodium catalyzed carbon hydrogen functionalization; salicylaldehyde isoxazole reaction masked electrophile.

The stereospecific synthesis of Z-enamides is described in this paper. For the first time, isoxazoles have been employed as electrophiles in C-H functionalization to afford thermodynamically less stable Z-enamides utilizing salicylaldehydes in an atom- and step-economic fashion. The stereochem. of enamides might originate from the relative disposition of atoms present in isoxazole and the intramol. hydrogen bonding. The reaction showed excellent scope as several structurally and electronically diverse salicylaldehydes and isoxazoles reacted efficiently.

Organic Letters published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 7064-33-7.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Qian, Yong published the artcileActivity-Based Proteome Profiling Probes Based on Woodward’s Reagent K with Distinct Target Selectivity, Application In Synthesis of 7064-33-7, the main research area is protein profiling Woodward reagent K derivative; activity-based probes; fluorescent imaging; protein labeling; proteomics.

Woodward’s reagent K (WRK) is a reactive heterocyclic compound that has been employed in protein chem. to covalently and unspecifically label proteins at nucleophilic amino acids, notably at histidine and cysteine. The authors have developed a panel of WRK-derived activity-based probes and show that surprisingly and unexpectedly, these probes are fairly selective for a few proteins in the human proteome. The WRK-derived probes show unique reactivity towards the catalytic N-terminal proline in the macrophage migration inhibitory factor (MIF) and can be used to label and, if equipped with a fluorophore, to image MIF activities in living cells.

Angewandte Chemie, International Edition published new progress about Galectin-1 Role: ANT (Analyte), ANST (Analytical Study). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 7064-33-7.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Liu, Zhen; Wang, Yanyan; Wang, Zichen; Zeng, Tian; Liu, Peng; Engle, Keary M. published the artcile< Catalytic Intermolecular Carboamination of Unactivated Alkenes via Directed Aminopalladation>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is palladium catalysis intermol carboamination unactivated alkene directed aminopalladation; mol modeling three component reaction directed aminopalladation.

An intermol. 1,2-carboamination of unactivated alkenes proceeding via a Pd(II)/Pd(IV) catalytic cycle has been developed. To realize this transformation, a cleavable bidentate directing group is used to control the regioselectivity of aminopalladation and stabilize the resulting organopalladium(II) intermediate, such that oxidative addition to a carbon electrophile outcompetes potential β-hydride elimination. Under the optimized reaction conditions, a broad range of nitrogen nucleophiles and carbon electrophiles are compatible coupling partners in this reaction, affording moderate to high yields. The products of this reaction can be easily converted to free γ-amino acids and γ-lactams, both of which are common structural motifs found in drug mols. and bioactive compounds Reaction kinetics and DFT calculations shed light on the mechanism of the reaction and explain empirically observed reactivity trends.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Xu, Wei; Zhao, Jidong; Li, Xiangdong; Liu, Yuanhong published the artcile< Selective [5 + 1] and [5 + 2] Cycloaddition of Ynamides or Propargyl Esters with Benzo[d]isoxazoles via Gold Catalysis>, Application of C7H5NO2, the main research area is cycloaddition ynamide propargyl ester benzisoxazole gold catalysis; chemoselective synthesis polysubstituted benzoxazine benzoxazepine gold carbene intermediate.

Benzo[d]isoxazoles are found to act as novel nucleophiles to undergo gold-catalyzed [5 + 1] or [5 + 2] cycloaddition reactions with ynamides. The reaction provides a concise and chemoselective access to polysubstituted 2H-benzo[e][1,3]oxazines or benzo[f][1,4]oxazepines. In addition, benzo[d]isoxazoles can also react with gold-carbene intermediates derived from propargyl esters to afford [5 + 1] annulation products.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application of C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Ueda, Mitsuru; Oikawa, Hideaki published the artcile< Synthesis of polyamides by direct polycondensation with (1,2-benzisoxazol-3-yl) diphenyl phosphate as a new activating agent>, Application In Synthesis of 21725-69-9, the main research area is benzisoxazolyl diphenyl phosphate activating agent; polyamide synthesis activating agent; amide synthesis activating agent; carboxylic acid amine reaction.

(1,2-Benzisoxazol-3-yl) diphenyl phosphate (I) [94820-31-2] was prepared in high yield by the reaction of 1,2-benzisoxazol-3-ol  [21725-69-9] with diphenyl phosphorochloridate  [2524-64-3] in the presence of Et3N in C6H6. I was useful for the preparation of amides from carboxylic acids and amines. The direct polycondensation of several dicarboxylic acids with aromatic diamines using the activating agent I in the presence of Et3N proceeded slowly at room temperature to produce polyamides with inherent viscosities ≤1.2 dL g-1.

Journal of Polymer Science, Polymer Chemistry Edition published new progress about Polyamides Role: SPN (Synthetic Preparation), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Slawik, T.; Skibinski, R.; Paw, B.; Dzialo, G. published the artcile< Reversed-phase TLC study of the lipophilicity of some 3-hydroxy-1,2-Benzisoxazoles substituted in the benzene ring>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is reversed phase thin layer chromatog lipophilicity hydroxy benzisoxazole derivative.

The relative lipophilicity, RM0, and specific hydrophobic surface area of eleven 3-hydroxy-1,2-benzoisoxazoles substituted in the benzene ring (two isomeric fluoro, three isomeric chloro, three isomeric bromo and dibromo derivatives, and a nitro derivative) have been studied by reversed-phase thin layer chromatog. (RP-TLC) on silica gel RP-C18 plates with methanol-water mixtures as mobile phases. Linear correlation between the volume fraction of methanol and RM values a limited range was established with high correlation coefficients (r > 0.99). Lipophilicity RM0 was compared with computed partition coefficients IAlogP, AlogPs, clogP, milogP, logPKOWIN and xlogP. The best correlation (r > 0.9) was found between RM0 and logPKOWIN anx xlogP values. Principal-components anal. (PCA) was also used to compare RM0 values with computed partition coefficients. The chromatog. behavior of 3-hydroxy-1,2-benzisoxazoles was compared with that of their bioisosteric analogs 1,2-benzisothiazolonoles. Exptl. RM0 values for both groups of compounds were in accordance with the equation RM0 = aRM0 + b (r > 0.9).

Acta Chromatographica published new progress about Lipophilicity. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kinstle, Thomas H.; Darlage, Larry J.; McIntosh, C. L. published the artcile< Photochemical rearrangements of 1,2-benzisoxazolinones>, Application of C7H5NO2, the main research area is benzoxazolinones via irradiation benzisoxazoles.

Irradiation of 3-hydroxy-1,2-benzisoxazole results in the formation of benzoxazolinone. This photoisomerization occurs predominantly via the keto tautomer since facile rearrangements of the N-alkyl-1,2-benzisoxazolinones occur under similar photolytic conditions. A mechanism involving a diradical species is proposed. Low temperature photolysisir measurements support this mechanism while arguing against an isocyanate or a spiro-α-lactam intermediate. Sensitization studies indicate that the rearrangement occurs predominantly from the triplet state.

Journal of Organic Chemistry published new progress about Rearrangement. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application of C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kiran, B. Ravi; Vijayakumar, G. R.; Bharath, H. S.; Sivakumar, R.; Sindhu, S.; Prakash, M. Shet published the artcile< Synthesis, evaluation of analgesic and anti-inflammatory activities of substituted 1,2-benzoxazolone and 3-chloro-1,2-benzoxazole derivatives>, Reference of 21725-69-9, the main research area is benzoxazolone preparation structure activity relationship analgesic antiinflammatory activity; chloro benzoxazole preparation structure activity relationship analgesic antiinflammatory activity.

Herein method for the synthesis of substituted 1,2-benzoxazolone I [R1 = H, NO2, Br; R2 = H, Me, F; R3 = H, NO2, F] and 3-chloro-1,2-benzoxazole derivatives II [R1 = H, NO2, Br; R2 = H, Me, F; R3 = H, NO2, F] was described. A new scheme was adapted for the construction of 1,2-benzoxazole ring from salicylic acid and its derivatives which leads to the formation of series of methyl-2-hydroxy-5-bromo benzoate, Me 2-hydroxybenzoates and N,2-dihydroxybenzamides substituted title compounds Synthesized compounds were characterized by IR, 1H-NMR and Mass spectral anal. Spectral data confirmed the compounds formation. Final compounds I and II were screened for their in-vivo analgesic activity by acetic acid induced writhing method in rats and anti-inflammatory activity by carrageenan-induced paw edema model. Among the compounds screened compound I [R1, R2, R3 = H] and compound II [R1, R2 = H; R3 = NO2] showed good analgesic activity of about 45% (writhing mean 8.9) and 54% (writhing mean 7.5) inhibition resp. at 5 mg/Kg po dosage. Compounds I [R1 = NO2; R2, R3 = H] and II [R1 = NO2; R2, R3 = H] (both having inhibition edema of 66.1%) showed significant anti-inflammatory activity. Other derivatives exhibited moderate to good analgesic and anti-inflammatory activities.

International Journal of Pharmaceutical Sciences and Research published new progress about Amides, hydroxy Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Reference of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Domagalina, Eugenia; Slawik, Tomasz published the artcile< Acylation of benzoxazolin-2-ones and 3-hydroxy-1,2-benzisoxazoles>, COA of Formula: C7H5NO2, the main research area is acylation bromobenzoxazolinone bromohydroxybenzisoxazole; benzoxazolinone bromo acylation; hydroxybenzisoxazole acylation; benzisoxazole hydroxy bromo acylation; CNS depressant carbethoxybenzisoxazolinone preparation; analgesic carbethoxybenzisoxazolinone preparation; anticonvulsant carbethoxybenzisoxazolinone preparation.

5-Bromo- and 5,7-dibromobenzoxazolin-2-ones were acylated with Ac2O, R1C6H4COCl (R1 = H, 2-Cl, 4-NO2), and R2O2CCl (R2 = Me, Et) to give primarily N-acylated products I (Brn = 5-Br, 5,7-Br2; R3 = Me, R1C6H4, R2O). The isomeric brominated 3-hydroxy-1,2-benzisoxazoles were predominantly O-acylated to give II (R3 the same as above). Exceptions were benzoxazole III and benzisoxazolinones IV (Brn = H, 5-Br, 5,7-Br2; R3 = R2O). IV (Brn = H, 5-Br; R3 = EtO) were the strongest central nervous system depressants and they also showed anticonvulsant activity. 5-Bromo-3-hydroxy-1,2-benzisoxazole and IV (Brn = H, R3 = EtO) had significant analgesic activity.

Polish Journal of Pharmacology and Pharmacy published new progress about Acylation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem