Design and Synthesis of Benzimidazole-Linked <i>meta</i>-Substituted Benzylidenes/Benzyls as Biologically Significant New Chemical Entities

Verma, Raman K.; Mall, Rajiv; Ghosh, Prithwish; Kumar, Vijay

doi:10.1080/00397911.2012.678461

Cited by 14 publications

(3 citation statements)

References 20 publications

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“…C–N bond formation reactions have emerged as an indispensable component in synthetic chemistry as it introduces nitrogen-based moieties into the organic framework, with significant importance, particularly in the domain of pharmaceutical and medicinal chemistry. − These synthetic protocols have immense applications in several fields, and various strategies about the formation of C–N bonds are available within the chemical community. − …”

Section: Introductionmentioning

confidence: 99%

Entering Chemical Space with Theoretical Underpinning of the Mechanistic Pathways in the Chan–Lam Amination

2022

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Recent years have witnessed a growing interest in the development of efficient copper-based catalytic systems following the Chan−Lam (CL) reaction protocol for the C−N bond formation. Though CL amination has been widely explored experimentally, it is quite underdeveloped from a mechanistic standpoint. Extensive theoretical investigations are carried out to unravel the mechanistic pathways of the CL reaction. We report in detail the fundamental reaction steps involved in Cu-catalyzed carbon−heteroatom bond formation reactions, particularly the CLbased amination. An in-depth examination of this study provides some interesting insights into little known pathways such as the denucleation of dimeric copper acetate, the disproportionation of the Cu(II) complex, and the regeneration of Cu(II) from Cu(I) intermediates. The rate-determining step of 26.0 kcal mol −1 involves the disproportionation and reductive elimination of the Cu(II) intermediate. The mechanism for the inhibitory effect of pinacol (BPin) esters, off-cycle reaction routes, and influence of amine substrates are elaborated in this context. For a series of heteroarene substrates, it was observed that the catalyst generation energy span correlates with the experimentally observed reaction outcome. The calculated results are in agreement with the experimental observations based on spectroscopic and kinetic studies.

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Section: Introductionmentioning

confidence: 99%

Entering Chemical Space with Theoretical Underpinning of the Mechanistic Pathways in the Chan–Lam Amination

2022

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“…1 Peroxisome Proliferator Activated Receptors (PPARs), specially the 'α' and 'γ' subtypes are very important therapeutic targets for the treatment of type 2 diabetes mellitus. 2 Activation of PPARα reduces triglycerides and is involved in regulation of energy homeostasis, activation of PPARγ causes insulin sensitization and enhances glucose metabolism. 3 Thiazolidinediones (TZDs) have been shown to increase the insulin sensitivity of target tissues.…”

Section: Introduction:-mentioning

confidence: 99%

“…The 2.4thiazolidinediones (TZD) analogs, barbituric acid analogs and 1,3 diketones have been found to exhibits antidiabetic activities. 2 A series of potent benzylidene thiazolidenediones have been reported to possess euglycemic as well as hypolipidemic activities. 7 Keeping in view the importance of partial agonism, we, in this research paper have computationally docked and synthesized novel 2-methylchromonyl linked benzylidene with H-bonding groups (TZD, RH, DEM, MAA, BA and TBA) while introducing conformational and geometric constrains by introducing unsaturation to attach the hydrogen bonding parts with the phenyl moiety, as potential PPARγ partial agonist for the management of Type 2 Diabetes and Metabolic Syndrome.…”

Section: Introduction:-mentioning

confidence: 99%

METHYLCHROMONYL LINKED BENZYLIDENES AS NOVEL PARTIAL PPARγ AGONISTS: SYNTHESIS, CHARACTERIZATION AND DOCKING STUDIES.

Singh¹,

Singh²,

Verma³

et al. 2016

IJAR

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Experimental:-Material and methods:-Chemicals and reagents:-All the chemicals used in the present study were purchased from Sigma Aldrich and Sdfine chemicals. The melting/boiling points reported here were recorded using an open conc. sulphuric acid bath and are uncorrected. Equipments and analytical instrument:-The Infrared and 1 H NMR spectra of the reported compounds were recorded on Perkin-Elmer Spectrum RX FTIR Spectrophotometer and AC400F, 400MHz Bruker spectrometer respectively at

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A Review on the Latest Progress of Chan‐Lam Coupling Reaction

2020

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Design and Synthesis of Benzimidazole-Linked meta-Substituted Benzylidenes/Benzyls as Biologically Significant New Chemical Entities

Cited by 14 publications

References 20 publications

Entering Chemical Space with Theoretical Underpinning of the Mechanistic Pathways in the Chan–Lam Amination

Entering Chemical Space with Theoretical Underpinning of the Mechanistic Pathways in the Chan–Lam Amination

METHYLCHROMONYL LINKED BENZYLIDENES AS NOVEL PARTIAL PPARγ AGONISTS: SYNTHESIS, CHARACTERIZATION AND DOCKING STUDIES.

A Review on the Latest Progress of Chan‐Lam Coupling Reaction

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