Synthesis of Isoxazoles via 1,3-Dipolar Cycloaddition Reactions: Pharmacological Screening for Their Antioxidant and Antimicrobial Activities

Lokeshwari, D. M.; Kumar, K. Ajay

doi:10.14233/ajchem.2017.20781

Cited by 3 publications

(1 citation statement)

References 3 publications

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“…In continue, we considered this fact that the cycloaddition reaction of 1,3-dipoles with oxabicyclic alkenes is an efficient method for the synthesis of highly functionalized organic compounds. [15] Hence, we were employed 3 a in a 1,3-dipolar cycloaddition [16] reaction with dibromoformaldoxime to add an isoxazole motif to our synthesized structure. Based on our prior investigation, [17] from the reaction of compound 3 a with dibromoformaldoxime in THF and triethylamine as base, novel Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

Diastereoselective Synthesis of Coumarin‐Based Fused Heterocycles via Intramolecular Diels‐Alder and 1,3‐Dipolar Cycloaddition Reactions

et al. 2020

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In this work, a two‐steps strategy for the synthesis of novel coumarin‐based fused heterocycles is presented. The strategy involved i) initial nucleophilic substitution / intramolecular Diels‐Alder reaction of furfurylamine with 4‐chloro‐3‐vinylcoumarins followed by ii) base‐mediated 1,3‐dipolar cycloaddition reaction of resultant coumarin‐based bicyclic products with dibromoformaldoxime. The methodology provides a straightforward access to compounds containing the coumarin, isoquinoline, and isoxazole motifs in a single molecular entity in satisfactory yields. The reaction proceeded with remarkable diastereoselectivity that leads to the formation of five new bonds and six new stereogenic centres. Furthermore, the observed diastereoselectivity was analysed with the help of DFT calculations to substantiate the thermodynamic stability of the obtained products.

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Section: Resultsmentioning

confidence: 99%

Diastereoselective Synthesis of Coumarin‐Based Fused Heterocycles via Intramolecular Diels‐Alder and 1,3‐Dipolar Cycloaddition Reactions

et al. 2020

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Isoxazoles-A Biocompatible Radical Scavenging Agents: Citrus Juice Mediated Environmentally Benign Synthesis and Characterization

et al. 2020

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This study demonstrates the efficient eco-friendly synthesis of a series of isoxazole derivatives 5a-h through (3+2) annulation of chalcones 3a-h and hydroxylamine (4) in citrus juice medium. The synthesized compounds were characterized by spectroscopic and CHN analysis, and assessed in vitro for their antioxidant susceptibilities by DPPH and hydroxyl radical scavenging assays. The result shows that compounds 5a, 5b, 5d and 5h have excellent DPPH and hydroxyl radical scavenging activity in both assays and therefore these molecule could serve as potent antioxidant agents.

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Synthesis of Thienyl-Isoxazolines and in vitro Screening for their Antimicrobial Activity

Vagish

Renuka²,

Kumar

et al. 2020

ajomc

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A series of thiophene conjugated isoxazoles were efficiently synthesized using a recyclable heterogeneous catalyst Amberlyst-15 in good yields. The synthesized new compounds 5(a-j) were characterized by spectral and elemental analysis and screened in vitro for their antimicrobial potencies. Amongst the synthesized series; compounds 5c and 5j having chloro substitution on both thiophene and aromatic ring exhibited excellent inhibition against the tested species

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Synthesis of Isoxazoles via 1,3-Dipolar Cycloaddition Reactions: Pharmacological Screening for Their Antioxidant and Antimicrobial Activities

Cited by 3 publications

References 3 publications

Diastereoselective Synthesis of Coumarin‐Based Fused Heterocycles via Intramolecular Diels‐Alder and 1,3‐Dipolar Cycloaddition Reactions

Diastereoselective Synthesis of Coumarin‐Based Fused Heterocycles via Intramolecular Diels‐Alder and 1,3‐Dipolar Cycloaddition Reactions

Isoxazoles-A Biocompatible Radical Scavenging Agents: Citrus Juice Mediated Environmentally Benign Synthesis and Characterization

Synthesis of Thienyl-Isoxazolines and in vitro Screening for their Antimicrobial Activity

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