Ionic liquids for the green synthesis of 1,2,3-triazoles: a systematic review

Kumar, Aman; Kumar, Vijay; Singh, Prashant; Tittal, Ram Kumar; Lal, Kashmiri

doi:10.1039/d3gc04898e

Cited by 7 publications

(2 citation statements)

References 138 publications

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“…Most importantly, it is characterized by extraordinary efficiency, selectivity, simple reaction conditions, and easy product isolation. Moreover, the product is stable in many solvents (e.g., in water). − …”

Section: Introductionmentioning

confidence: 99%

Quasi-Podands with 1,2,3-Triazole Rings from Bile Acid Derivatives: Synthesis, and Spectroscopic and Theoretical Studies

Kawka,

Koenig,

Nowak

et al. 2024

J. Org. Chem.

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An innovative approach to producing derivatives of bile acids has been devised, utilizing the principles of “click” chemistry. By employing intermolecular [3 + 2] cycloaddition between the newly developed acyl propiolic esters of bile acids and the azide groups of 1,3,5-tris(azidomethyl)benzene, a novel class of quasi-podands featuring 1,2,3-triazole rings has been synthesized. Identifying and characterizing these six compounds involved comprehensive analysis through spectral techniques (1H NMR, 13C NMR, and FT-IR), mass spectrometry, and the PM5 semiempirical method. The synthesized compounds’ pharmacotherapeutic potential has been evaluated, employing the Prediction of Activity Spectra for Substances (PASS) methodology. Additionally, molecular docking was performed for all molecules.

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Section: Introductionmentioning

confidence: 99%

Quasi-Podands with 1,2,3-Triazole Rings from Bile Acid Derivatives: Synthesis, and Spectroscopic and Theoretical Studies

Kawka,

Koenig,

Nowak

et al. 2024

J. Org. Chem.

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“…Furthermore, isatin, 1,2,3-triazoleand Schiff base containing hybrids have wide range of biological and pharmacological activities like anticonvulsant, anticancer, anti-TB, antidiabetic, anti-inflammatory, anti-microbial, antiviral, antima-larial, antitumor, anti-HIV, anti-analgesic, anti-plasmodial and antibacterial. [51,52] In this context, we have designed and synthesized isatin Schiff base linked 1,2,3-triazole hybrids using click chemistry and evaluated their antimicrobial activity. All the synthesized hybrids were examined for molecular modelling studies towards sterol 14α-demethylase (CYP51) for C. albicans and DNA Gyrase (24 kDa Domain) for E. coli.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial and In Silico Studies of Isatin Schiff Base Linked 1,2,3‐Triazole Hybrids

Kumar,

Bhukal,

Raman

et al. 2024

Chemistry & Biodiversity

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A new series of isatin‐Schiff base linked 1,2,3‐triazole hybrids has been synthesized using CuAAC approach from (E)‐3‐(phenylimino)‐1‐(prop‐2‐yn‐1‐yl)indolin‐2‐one derivatives in high yield (73‐91 %). These synthesized derivatives were characterized using FT‐IR, 1H NMR, 13C NMR, 2D‐NMR and HRMS spectral techniques. The in vitro antimicrobial activity assay proposed that most of the tested hybrids exhibited promising activity. Compound 5j displayed good significant antibacterial efficacy against P. aeruginosa and B. subtilis with MIC value of 0.0062 µmol/mL. While, 5j showed better antifungal potency against A. niger with MIC value of 0.0123 µmol/mL. The docking studies of most promising compounds were also performed with the well‐known antibacterial and antifungal targets i.e. 1KZ1, 5TZ1. Molecular modelling investigations demonstrated that hybrids 5h and 5l exhibited good interactions with 1KZN and 5TZ1, with binding energies of ‐9.6 and ‐11.0 kcal/mol, respectively. Further, molecular dynamics studies of the compounds showing promising binding interactions were also carried out to study the stability of complexes of these hybrids with both the targets.

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A Review of the Use of the Nickel Catalyst in Azide‐Alkyne Cycloaddition Reactions

Sarreshtehdar Aslaheh,

Payamifar,

Poursattar Marjani

2024

Applied Organom Chemis

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Trying to find beneficial and effective catalysis for synthesizing biologically active and valuable 1,2,3‐triazoles is continually being studied to make the procedure more efficient, green, and eco‐friendly. The click reaction is famous in green chemistry for its high selectivity and efficiency in generating 1,2,3‐triazoles with important pharmaceutical and biological activities. 1,3‐Dipolar cycloaddition reaction of organic azides and alkynes by copper‐mediated have a great deal of attention paid to and developed to provide 1,2,3‐triazoles. However, utilizing Cu(II) species frequently requires a reducing reagent, making this approach less atom‐economic. Recently, notable progress has been made in designing and developing metal‐catalyzed click reactions to prepare 1,2,3‐triazoles. As appropriate alternatives to copper catalysts, nickel catalysts can be a good choice in click reactions. This review thoroughly studies the excellent potential of nickel catalysts in azide‐alkyne cycloaddition reactions and recommends using them as proper alternatives to traditional copper catalysts. This review can pave the path for further application of nickel catalysts in click reactions.

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Ionic liquids for the green synthesis of 1,2,3-triazoles: a systematic review

Abstract: The ever-increasing demand for hazardous solvents and catalysts for the easier synthesis of important heterocycles useful for humankind in various fields such as medicine, materials science, agrochemicals, etc., led to...

Cited by 7 publications

References 138 publications

Quasi-Podands with 1,2,3-Triazole Rings from Bile Acid Derivatives: Synthesis, and Spectroscopic and Theoretical Studies

Quasi-Podands with 1,2,3-Triazole Rings from Bile Acid Derivatives: Synthesis, and Spectroscopic and Theoretical Studies

Synthesis, Characterization, Antimicrobial and In Silico Studies of Isatin Schiff Base Linked 1,2,3‐Triazole Hybrids

A Review of the Use of the Nickel Catalyst in Azide‐Alkyne Cycloaddition Reactions

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