Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

Mekala, R.; Balam, Satheesh Krishna; Harinath, Jaya Prakash Soora; Gajjal, Raghavendra Reddy; Cirandur, Suresh Reddy

doi:10.1080/23312009.2015.1049932

Cited by 11 publications

(6 citation statements)

References 33 publications

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“…The literature reports encouraged us to draw a plausible mechanism (Figure 1) of the reaction catalyzed by PEG-200. It is assumed that, very first step of the reaction involves protonation on carbonyl oxygen atom of the diketone (2) by PEG-200 and thus intensifies electrophilicity of the carbonyl carbon and thereby facilitating the attack by NH 2 group of 2-aminothiophenol (1) and subsequently the imine [23] is formed (3) with the elimination of water. The tautomeric form of the imine (4) then undergoes oxidative cyclisation [24] in the presence of PEG-200 and yielded the corresponding product (5).…”

Section: Resultsmentioning

confidence: 99%

Polyethylene Glycol (PEG‐200): An Efficient, Green and Biocompatible Reaction Medium for the Metal‐Free Synthesis of Functionalized 1,4‐Benzothiazines.

2023

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An efficient, simple and biocompatible one‐pot two‐component PEG‐200 catalysed approach for the synthesis of bioactive and medicinally important 1, 4‐benzothiazine derivatives from 2‐aminobenzothiols and 1, 3‐dicarbonyl compound has been demonstrated. Polyethylene glycol (PEG‐200) has proved to be a new class of green and biocompatible reaction media for the metal free organic synthesis.

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Section: Resultsmentioning

confidence: 99%

Polyethylene Glycol (PEG‐200): An Efficient, Green and Biocompatible Reaction Medium for the Metal‐Free Synthesis of Functionalized 1,4‐Benzothiazines.

2023

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“…The electrophilicity of the carbonyl carbon was enhanced in the PEG 400 medium compared to the other solvents, and hence accelerated the reaction by removing the liberated water, which was soluble in PEG 400. It enabled its conversion to the corresponding benzimidazole (Scheme 51) [95]. In 2014, Berteina-Raboin et al generated 2-arylimidazo[1,2-a]pyridines in good yields within 10 minutes from readily available 2-amino pyridines and α-bromo ketones.…”

Section: Reactions In Pegmentioning

confidence: 99%

Greener Synthesis of Nitrogen-Containing Heterocycles in Water, PEG, and Bio-Based Solvents

Campos

Berteina‐Raboin

2020

Catalysts

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The solvents used in chemistry are a fundamental element of the environmental performance of processes in corporate and academic laboratories. Their influence on costs, health safety, and nature cannot be neglected. Quantitatively, solvents are the most abundant constituents of chemical transformations; therefore, acting on solvents and replacing standard solvents with safer products can have a great ecological impact. However, not all green solvents are suitable for the wide scope of organic chemistry reactions. A second point to consider is that 50% of pharmaceutical drugs are nitrogen heterocycles compounds. It therefore appeared important to provide an overview of the more ecological methodologies for synthesizing this class of compounds. In this review, all publications since 2000 that describe green reactions leading to the formation of nitrogen heterocycles using safe solvents were considered. We chose water, PEG, and bio-based solvents for their negligible toxicity. The synthesis of five-, six-, and seven-membered aromatic nitrogen heterocycles using green reactions reported in the literature to date is described.

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“…Along with their metal(II) complexes [Cu(L1)2] (1), ( 2), (3), and (4) functioning as anticancer agents were synthesized as novel Schiff base ligands" 9 . Co/Ni/Cu/Zn(II) Synthetic Schiff base complexes formed from furfural-MAP and 6-methyl-2-aminopyridine were produced 10 . However, it was observed that longer reaction times, high temperatures, low yields, and the use of carcinogenic media are some of the drawbacks of the reported methods.…”

Section: Introductionmentioning

confidence: 99%

Polyethene Glycol (PEG-400): An Efficient and Eco-friendly Catalyst For The Preparation of N-benzylideneaniline by Schiff base Reaction

et al. 2022

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Schiff base compounds are gaining importance daily in this scenario due to their various biological and catalytic activities. In this study, an efficient and eco-friendly synthesis of N-benzylideneaniline was carried out in polyethene glycol (PEG-400) as a greener medium at room temperature. PEG400 was inexpensive and non-toxic, providing a high yield and efficient medium for the synthesis of Schiff bases with excellent outcomes. Furthermore, FT-IR spectroscopy is used to characterize the newly created Schiff base. The recyclability of the catalyst was also studied up to six cycles.

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Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

Cited by 11 publications

References 33 publications

Polyethylene Glycol (PEG‐200): An Efficient, Green and Biocompatible Reaction Medium for the Metal‐Free Synthesis of Functionalized 1,4‐Benzothiazines.

Polyethylene Glycol (PEG‐200): An Efficient, Green and Biocompatible Reaction Medium for the Metal‐Free Synthesis of Functionalized 1,4‐Benzothiazines.

Greener Synthesis of Nitrogen-Containing Heterocycles in Water, PEG, and Bio-Based Solvents

Polyethene Glycol (PEG-400): An Efficient and Eco-friendly Catalyst For The Preparation of N-benzylideneaniline by Schiff base Reaction

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