ChemInform Abstract: Synthesis of 3′,4′‐Diaryl‐4′H‐spiro[indoline‐3,5′‐[1′,2′,4′]oxadiazol]‐2‐ones via DMAP‐Catalyzed Domino Reactions and Their Antibacterial Activity.

Shi, Guanghao; He, Xinwei; Shang, Yongjia; Xiang, Liwei; Yang, Cheng; Han, Guang; Du, Bing

doi:10.1002/chin.201652193

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“…Du et al [ 47 ] synthesized 3′,4′-diaryl-4′ H -spiro[indoline-3,5′-[1′,2′,4’]oxadiazol]-2-ones ( 66 ) having antibacterial activity (Scheme 11 ) by the reaction of isatin ( 63 ) and aniline ( 64 ) in ethanol at rt followed by 1,3-dipolar cycloaddition of the intermediates with N -hydroxybenzimidoyl chloride ( 65 ) in the presence of catalytic amount of DMAP (10 mol%) at rt for 3 h. Compound 66 (R 1 = H; R 2 = Me; R 3 = NO 2 ) was found to be most effective against S. epidermidis , wherein the anti-bacterial activity could be attributed to the electron-withdrawing group on phenyl ring. However, none of the compounds were found more effective than the anti-bacterial drug, levofloxacin against Staphylococcus epidermidis , Escherichia coli , Staphylococcus aureus and Klebsiella pneumoniae .…”

Section: Synthetic Account Of 124-oxadizoles With Anti-infective Activitymentioning

confidence: 99%

A review on synthetic account of 1,2,4-oxadiazoles as anti-infective agents

et al. 2022

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Graphical abstract Most of the currently marketed drugs consist of heterocyclic scaffolds containing nitrogen and or oxygen as heteroatoms in their structures. Several research groups have synthesized diversely substituted 1,2,4-oxadiazoles as anti-infective agents having anti-bacterial, anti-viral, anti-leishmanial, etc. activities. For the first time, the present review article will provide the coverage of synthetic account of 1,2,4-oxadiazoles as anti-infective agents along with their potential for SAR, activity potential, promising target for mode of action. The efforts have been made to provide the chemical intuitions to the reader to design new chemical entity with potential of anti-infective activity. This review will mark the impact as the valuable, comprehensive and pioneered work along with the library of synthetic strategies for the organic and medicinal chemists for further refinement of 1,2,4-oxadiazole as anti-infective agents.

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Section: Synthetic Account Of 124-oxadizoles With Anti-infective Activitymentioning

confidence: 99%