Synthesis and Antimicrobial Activity of Oxazolone, Imidazolone and Triazine Derivatives Containing Benzothiophene

Naganagowda, Gadada; Thamyongkit, Patchanita; Petsom, Amorn

doi:10.5012/jkcs.2011.55.5.794

Cited by 5 publications

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References 12 publications

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“…Heterocyclic derivatives incorporating oxazolone moiety have exhibited many biological and medicinal properties as anticancer, [ 1,2 ] anti‐angiogenic, [ 3 ] antibacterial, [ 4,5 ] antioxidant, [ 6–8 ] analgesic, [ 9 ] antifungal, [ 10 ] anti‐inflammatory, [ 11 ] anti‐convulsant, [ 12 ] sedative, [ 13,14 ] and Tyrosinase inhibitory activities. [ 14 ]…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Sanad

Mekky

2020

Journal of Heterocyclic Chem

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Bis(3‐(arylthiomethyl)benzaldehydes), linked to aliphatic spacers via ethers, were prepared and used as key synthons for the bis(2‐phenyloxazol‐5(4H)‐ones) via their reaction with benzoylglycine in acetic anhydride in the presence of fused sodium acetate at 100°C for 6 hours. Bis(oxazol‐5(4H)‐ones) were reacted with the appropriate aromatic or heterocyclic amines in glacial acetic acid in the presence of fused sodium acetate at 100°C for 24 hours to afford a novel series of bis(2‐phenylimidazol‐4‐ones) and their related hybrids with benzo[d]thiazole and pyrimidine‐2,4(1H,3H)‐dione. Moreover, bis(oxazol‐5(4H)‐ones) reacted with (4‐aminobenzoyl)glycine to afford bis[(4‐(5‐oxo‐1H‐imidazol‐1‐yl)benzoyl)glycine] derivatives followed by their reaction with anisaldehyde in acetic anhydride containing fused sodium acetate at 100°C for 12 hours to afford bis(5‐oxo‐1H‐imidazol‐1‐yloxazol‐5(4H)‐one) hybrids. Furthermore, bis(3‐(arylthiomethyl)benzaldehydes) were reacted with 2,2′‐(terephthaloylbis(azanediyl))diacetic acid in acetic anhydride containing fused sodium acetate at 100°C for 12 hours to give benzo‐fused macrocycles containing oxazolone subunits which reacted with appropriate aromatic amines in DMF and glacial acetic acid containing fused sodium acetate at 100°C for 24 hours to give benzo‐fused macrocycles containing imidazolone subunits.

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Section: Introductionmentioning

confidence: 99%

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Sanad

Mekky

2020

Journal of Heterocyclic Chem

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Synthesis, antimicrobial evaluation and docking studies of oxazolone-1,2,3-triazole-amide hybrids

et al. 2021

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One-pot Vilsmeier reagent-mediated multicomponent reaction: A direct synthesis of oxazolones and Erlenmeyer azlactones from carboxylic acids

Fadavi¹,

Zarei²

2018

Comptes Rendus. Chimie

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N-Acylation of glycine with carboxylic acids was carried out by using the Vilsmeier reagent. The resulting N-acyl-a-amino acids were subsequently cyclodehydrated into oxazol-5-ones via the Vilsmeier reagent. Finally, treatment of oxazol-5-ones with aldehydes in the presence of the Vilsmeier reagent delivered Erlenmeyer azlactones. By combining these steps, using the Vilsmeier reagent allowed direct one-pot conversion of carboxylic acids into oxazol-5-ones and direct one-pot conversion of carboxylic acids into Erlenmeyer azlactones in the presence of aldehydes. These Vilsmeier reagent-mediated multicomponent reactions proceeded smoothly in reasonable chemical yields at room temperature. The chemical structure of the title compounds was confirmed by spectral data.

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Synthesis and Antimicrobial Activity of Oxazolone, Imidazolone and Triazine Derivatives Containing Benzothiophene

Cited by 5 publications

References 12 publications

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Synthesis, antimicrobial evaluation and docking studies of oxazolone-1,2,3-triazole-amide hybrids

One-pot Vilsmeier reagent-mediated multicomponent reaction: A direct synthesis of oxazolones and Erlenmeyer azlactones from carboxylic acids

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