(3+2) Annulation of amidinothioureas with binucleophile: Synthesis and antimicrobial of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole derivatives

doi:10.1002/JHET.1873

Paper

(3+2) Annulation of amidinothioureas with binucleophile: Synthesis and antimicrobial of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole derivatives

Published Nov 1, 2014 · Swapnil G. Yerande, Amruta B. Ghaisas, Kiran M. Newase

Journal of Heterocyclic Chemistry

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Abstract

Herein, we report an efficient method for preparation of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole by (3+2) annulation of amidinothioureas with binucleophilic hydroxylamine hydrochloride in the presence of mercury (II) chloride. Desired 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole was prepared in good to moderate yields. On the basis of the literature precedence, the mechanism for the formation of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole is proposed. The synthesized compounds were tested for their antimicrobial activity and showed promising inhibition of Gram-positive bacteria (Staphylococcus aureus) and fungi (Candida albicans).

Study Snapshot

This study presents an efficient method for preparing 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole derivatives, which show promising antimicrobial activity against Gram-positive bacteria and fungi.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

(3+2) Annulation of amidinothioureas with binucleophile: Synthesis and antimicrobial of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole derivatives

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References

Citations

Facile synthesis of N-1,2,4-oxadiazole substituted sulfoximines from N-cyano sulfoximines.

This study developed a metal-free, environmentally friendly method for the facile synthesis of N-1,2,4-oxadiazole substituted sulfoximines from N-cyano sulfoximines, with potential applications in nucleosides, amino acids, and dipeptides.

Facile synthesis of 3-amino-5-aryl-1,2,4-oxadiazoles via PIDA-mediated intramolecular oxidative cyclization

This study presents a novel synthetic strategy for 1,2,4-oxadiazoles using PIDA-mediated intramolecular oxidative cyclization, offering easy, accessible, and low-toxic synthesis.