A highly stereoselective oxidation and an easy one pot elimination methodology for 3-allyl-3-phenylthio-β-lactams

Pandey, Suvidha; Nagpal, Reshma; Thakur, Anup; Bari, S. S.; Thapar, Renu

doi:10.1080/17415993.2021.2010734

Cited by 6 publications

(3 citation statements)

References 40 publications

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“…Our previous studies have proved the use of 3-phenylthio-β-lactams as an important synthons for C-3 functionalization reactions, thereby resulting in synthesis of a variety of novel β-lactams [24][25][26][27][28]. In continuation of such studies, we became interested in finding out the method to increase the utility of these compounds.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and antibacterial activity studies of β‐lactam capped silver nanoparticles

Thakur,

Pandey,

Mittal

et al. 2024

Journal of Heterocyclic Chem

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A highly efficient, novel, two‐phase liquid method using phase transfer catalyst is reported to prepare β‐lactam‐conjugated silver nanoparticles as an approach to improve antibacterial activity of β‐lactams. In the method assisted by cetyltrimethylammonium bromide, NaBH4 reduced AgNO3 producing silver NPs that are coated with β‐lactams. The studies conducted provide a generalized method applicable to all types of β‐lactam substrates for capping on silver NPs. The NPs have been characterized by UV–Visible, Fourier transform infrared spectroscopy, x‐ray diffraction, transmission electron microscopy, and dynamic light scattering methods.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and antibacterial activity studies of β‐lactam capped silver nanoparticles

Thakur,

Pandey,

Mittal

et al. 2024

Journal of Heterocyclic Chem

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“…In previous studies, [28–30] it was concluded that while the alkyl group substituted in C‐3 in the 2,6‐diaryl piperidine‐4‐one, their activity considerably changed. Heterocyclic compounds containing allyl groups are reportedto possess more antimicrobial activity and Piperidin‐4‐ones there are no reports of allyl group at 3‐positions [31,32] . Therefore, we describe the structure of 3‐allyl 2,6‐diaryl substituted piperidine‐4‐one ( 4 a – j ).…”

Section: Introductionmentioning

confidence: 97%

“…Heterocyclic compounds containing allyl groups are reportedto possess more antimicrobial activity and Piperidin-4-ones there are no reports of allyl group at 3-positions. [31,32] Therefore, we describe the structure of 3allyl 2,6-diaryl substituted piperidine-4-one (4 a-j). The synthesized compounds are characterized by spectral data.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectroscopic, Computational, Biological and Molecular docking studies on 3‐allyl 2,6‐diaryl piperidin‐4‐ones

Manjula

Venkateswaramoorthi²,

Dharmaraja³

et al. 2022

ChemistrySelect

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A series of 3‐allyl‐2,6‐diarylpiperidin‐4‐one derivatives were designed and synthesized as antimicrobial agents with good yields. The target compounds were characterized by Mass, NMR, FT‐IR and FT‐Raman spectral techniques. The optimization had been performed on the title compound using the B3LYP method with 6‐311++G(d,p) basis set. The optimized bond parameter of the title molecule was calculated by DFT method. To study the intramolecular charge transfer within the molecule, the Lewis (bonding) and Non‐Lewis (anti‐bonding) structural calculation was performed. The Non‐linear optical behaviour of the title compound was measured using first order hyperpolarizability calculation. Mulliken atomic charges and thermodynamic properties were also calculated and analyzed. In vitro antibacterial and antifungal screening for all the synthesized 3‐allyl 2,6‐diaryl piperidin‐4‐ones was evaluated for two Gram‐positive bacteria (Staphylococcus aurous, Enterococcus faecalis), three Gram‐negative bacteria Pseudomonas aeruginosa, Escherichia coliand K. pneumonia) and five fungi (Candida albicans, Aspergillus niger, Aspergillus flavus, Rhizopus sp and Mucor sp). All the compounds showed good antibacterial and antifungal activities. Molecular docking study is to demonstrate that piperidine derivatives bind to Ribonucleotide reductases (RNRs) enzymes and to evaluate whether these molecules can be used as potential drugs.

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Four-membered ring systems

Sánchez,

Anaya

2023

Progress in Heterocyclic Chemistry

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A highly stereoselective oxidation and an easy one pot elimination methodology for 3-allyl-3-phenylthio-β-lactams

Cited by 6 publications

References 40 publications

Synthesis, characterization, and antibacterial activity studies of β‐lactam capped silver nanoparticles

Synthesis, characterization, and antibacterial activity studies of β‐lactam capped silver nanoparticles

Synthesis, Spectroscopic, Computational, Biological and Molecular docking studies on 3‐allyl 2,6‐diaryl piperidin‐4‐ones

Four-membered ring systems

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