Electrophilic Halospirocyclization of <i>N</i>-Benzylacrylamides to Access 4-Halomethyl-2-azaspiro[4.5]decanes

Zhang, Zhongyi; Zhang, Wei; Hou, Zhong-Wei; Li, Pinhua; Wang, Lei

doi:10.1021/acs.joc.3c01315

Cited by 51 publications

(9 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It shows the spatial variation of electrostatic potential around a molecule, which reflects the electronic structure and shape of the molecule. The most positive and negative points on the MEP map indicate the most reactive sites for electrophilic and nucleophilic attack, respectively [47] . The MEP was computed using the B3LYP/6‐311++G** (d,p) level of theory, which is a commonly used and reliable method for computing MEPs [48,49] .…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Flurbiprofen Based Amide Derivatives as Potential Leads for Diabetic Management: In Vitro α‐glucosidase Inhibition, Molecular Docking and DFT Simulation Approach

Alam,

Zainab,

Elhenawy

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

This research is based on the synthesis, characterization and in vitro α‐glucosidase inhibitory activity of fourteen amides (2 a–2 n) of flurbiprofen drug. Seven compounds in the series displayed potent inhibitory activity having IC50 values (IC50=5.67±0.89 μM) to (IC50=17.87±2.39 μM) in comparison with acarbose standard (IC50=875.75±1.24 μM). The FMO of 2 a–2 n molecules was quantified by the DFT assay. The promising value for energygap explained the higher poteny agannist α‐glucosidase. MEP provides the insights into the distribution of electrostatic potential on the molecular surface of 2 a–2 n, showing that C=O group has the highest negative potential. The AIM investigation revealed minimal hydrogen bond energy and non‐covalent interactions. This suggests that these molecules may have limited hydrogen bonding and non‐covalent interactions, which could be relevant to their chemical behavior. Molecular docking and (MEP) showed the C=O group, with its high negative potential, is a key in recognizing the catalytic non‐polar regions of enzymes, such as TYR72, GLU277, and ARG442. Similarly, the hydrophobic regions of investigated compounds play a significant role in identifying essential amino acids like ASP352 and ARG442, which are vital for the ligand's proper orientation and subsequent biological activity.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis of Flurbiprofen Based Amide Derivatives as Potential Leads for Diabetic Management: In Vitro α‐glucosidase Inhibition, Molecular Docking and DFT Simulation Approach

Alam,

Zainab,

Elhenawy

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…These findings, which were validated through material expert opinion, resonated also with the earlier outcomes of the puncture test, where the NGP-blended samples exhibited inferior puncture resistance compared to pure NBR along with higher surface roughness. The addition of a compatibilizer/filler can serve as a strategy to bridge the gap between these two materials, promoting enhanced compatibility and consequently improving the overall properties of the composite. − The filler can be particularly situated at the boundary between the distinct polymers, promoting compatibility within the otherwise immiscible blend. , …”

Section: Resultsmentioning

confidence: 99%

Characterization of the Mechanical, Biodegradation, and Morphological Properties of NBR/Biopolymer Blend, Integrated with a Risk Evaluation

Akbarian-Saravi,

Basar,

Margoto

et al. 2024

ACS Omega

View full text Add to dashboard Cite

Biopolymer blends have attracted considerable attention in industrial applications due to their notable mechanical properties and biodegradability. This work delves into the innovative combination of butadiene-acrylonitrile (referred to as NBR) with a pectin-based biopolymer (NGP) at a 90:10 mass ratio through a detailed analysis employing mechanical characterization, Fourier transform infrared (FTIR) analysis, thermogravimetric analysis (TGA), and morphology studies using SEM. Additionally, biopolymer's biodegradability under aerobic and anaerobic conditions is tested. The study's findings underscore the superior tensile strength and elongation at break of the NGP/NBR blend in comparison to pure NBR, while also exhibiting a decrease in puncture resistance due to imperfect bonds at the particle−matrix interfaces, necessitating the use of a compatibilizer. In anaerobic conditions, evaluation of biodegradable properties reveals 2% and 12% biodegradability in NBR and NGP/NBR blend, respectively. The degradation properties were also aligned with TGA results highlighting a lower decomposition temperature for NGP. Additionally, this research integrates the application of a conditional value-at-risk (CVaR)-based analysis of the blend's tensile properties to evaluate the uncertainty impact in the experiment. Under risk, a significant enhancement in the tensile performance (by 80%) of the NGP/NBR blend was shown compared to pure NBR. Ultimately, the study shows that adding pectin to the NBR compound amplifies the overall performance of the biopolymer significantly under select criteria.

show abstract

“…16–19 In the new century, all eyes turned towards nanotechnology in catalyst science because nanoparticles have valuable properties. 20–22 In the last decade, the immobilization of transition metals on nanoparticles to prepare an environmentally friendly, separable and efficient catalyst has been used as a popular catalytic system. 23–25 Heterostructure/hybrid catalysts offer a compelling array of advantages, prominently characterized by their ability to amalgamate the distinctive merits of individual components.…”

Section: Introductionmentioning

confidence: 99%

Construction and characterization of a magnetic nanoparticle-supported Cu complex: a stable and active nanocatalyst for synthesis of heteroaryl-aryl and di-heteroaryl sulfides

Fang,

Chen,

Chang

2024

RSC Adv.

View full text Add to dashboard Cite

show abstract

Electrophilic Halospirocyclization of N-Benzylacrylamides to Access 4-Halomethyl-2-azaspiro[4.5]decanes

Cited by 51 publications

References 65 publications

Synthesis of Flurbiprofen Based Amide Derivatives as Potential Leads for Diabetic Management: In Vitro α‐glucosidase Inhibition, Molecular Docking and DFT Simulation Approach

Synthesis of Flurbiprofen Based Amide Derivatives as Potential Leads for Diabetic Management: In Vitro α‐glucosidase Inhibition, Molecular Docking and DFT Simulation Approach

Characterization of the Mechanical, Biodegradation, and Morphological Properties of NBR/Biopolymer Blend, Integrated with a Risk Evaluation

Construction and characterization of a magnetic nanoparticle-supported Cu complex: a stable and active nanocatalyst for synthesis of heteroaryl-aryl and di-heteroaryl sulfides

Contact Info

Product

Resources

About