Fe3O4@SiO2@polyionene/Br3− core–shell–shell magnetic nanoparticles: a novel catalyst for the synthesis of imidazole derivatives under solvent-free conditions

Dezfoolinezhad, Elham; Ghodrati, Keivan; Badri, Rashid

doi:10.1039/c5nj02680f

Cited by 47 publications

(16 citation statements)

References 53 publications

(26 reference statements)

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“…Fe 3 O 4 @SiO 2 @Polyionene/Br 3 À mediated synthesis of 2-substituted benzothiazoles. [223] Haboub and coauthors developed calcined Eggshell Meal (CEM) [254] doped with Lewis acid as an efficient, environmentally benign and economical catalytic system, and explored its application in the synthesis of benzothiazole derivatives (19). Refluxing an equimolar mixture of 2-aminothiophenol (18) and aromatic aldehydes (4) using CEM/ZnCl 2 (100 mg) as a catalyst in toluene resulted in the desired product in excellent yield (Scheme 71).…”

Section: Conflict Of Interestmentioning

confidence: 99%

“…This approach involved the nanocatalyst (0.05 g) catalyzed, solvent‐free condensation of 2‐aminothiophenol ( 18 ) with an aldehyde ( 4 ) at 110 °C (Scheme 40). [223] The scope of the protocol was explored by employing differently substituted aldehydes as substrates. All the products were obtained in good to excellent yield except when the aldehyde was substituted with halogen ( 19 aj , 19 av ).…”

Section: Applications Of Solid‐supported Reagents For the Synthesis Of 2‐substituted Benzothiazolesmentioning

confidence: 99%

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Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

et al. 2021

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Benzothiazole and its derivatives have been manifested as an optimistic scaffold due to their immense biological importance. Several methodologies have been reported as modifications after the first report of 2-substituted benzothiazole. Among them, many involve a shift from the conventional synthetic approach by utilizing different catalytic systems. Moreover, synthetic methodologies focused on improvements in terms of product yield, reaction duration, use of environmentally benign conditions and simplified workup procedures predominate among the recently developed approaches. Solid-phase organic synthesis received considerable attention with the pioneering findings of Merrifield's solid-phase peptide synthesis in 1963. A diverse range of organic, inorganic and organic-inorganic substances have been utilized as polymeric solid supports in various catalytic applications. The recyclability and reusability of the immobilized catalysts over consecutive cycles establish them as an attractive alternative over conventional catalytic systems from the environment as well as industrial perspective. The present review summarizes the recent developments in the environmentally benign synthesis of benzothiazole derivatives using supported reagents. Different solid supports along with their catalytic application, mechanistic perspective and substrate tolerance have been discussed comprehensively.

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Section: Conflict Of Interestmentioning

confidence: 99%

Section: Applications Of Solid‐supported Reagents For the Synthesis Of 2‐substituted Benzothiazolesmentioning

confidence: 99%

Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

et al. 2021

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“…Dezfoolinezhad and group have synthesized 2‐substituted imidazole 21 via the solvent‐free condition in the presence of Fe 3 O 4 @SiO 2 @polyionene/Br 3 ‐MNPs as a catalyst. The reaction has occurred between aldehyde 20 and ethylene diamine 19 (Scheme ) . The catalyst was readily recovered by simple magnetic decantation and can be reused several times with no significant loss of catalytic activity.…”

Section: Various Reaction Schemesmentioning

confidence: 99%

Synthesis and Applications of 2‐Substituted Imidazole and Its Derivatives: A Review

Daraji

Prajapati

Patel

2019

Journal of Heterocyclic Chem

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Imidazole and its derivatives are assigned as an exclusive and multifaceted skeleton because of having a variety of applications in medicinal and synthetic organic chemistry as well as in the field of industrial chemistry. For these perspectives, various elegant methods for imidazoles and its derivatives have been developing over the last years using different types of catalyst to improve selectivity, purity, and yield of the product. Thus, we have reviewed various synthetic routes for the formation of imidazoles and their applications from 2014 to 2016.

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“…Fe 3 O 4 @SiO 2 @polyionene/Br 3 , a new unique iron-based nanocatalyst, was used to synthesize 2-arylbenzimidazoles by Dezfoolinezhad et al under solvent-free conditions. The reactants were heated at 110°C for 12-90 min, and the yield was 67-98% [28]. The simplicity of this magnetic catalyst is easy removability by using an external magnet with minimal loss of activity and efficient reusability up to six cycles (Scheme 4, Table 2, entry 6).…”

Section: Fe Nanocatalystmentioning

confidence: 99%

“…under solvent‐free conditions. The reactants were heated at 110°C for 12–90 min, and the yield was 67–98% . The simplicity of this magnetic catalyst is easy removability by using an external magnet with minimal loss of activity and efficient reusability up to six cycles (Scheme , Table , entry 6).…”

Section: Nano‐transition Metal Catalyzed Oxidative Coupling Of O‐phenmentioning

confidence: 99%

Recent Trends in the Synthesis of Benzimidazoles From o‐Phenylenediamine via Nanoparticles and Green Strategies Using Transition Metal Catalysts

Singhal

Khanna

Panda

et al. 2019

Journal of Heterocyclic Chem

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Benzimidazole is a heterocyclic moiety of immense importance as it acts as a primary “biolinker” in diverse synthetic routes to obtain bioactive compounds. Substituted benzimidazoles are known to possess a varied range of pharmacological applications, namely, anti‐cancer, anti‐diabetic, anti‐inflammatory, and antiviral like anti‐HIV and anti‐fungal. A number of reviews covering the important aspects of benzimidazoles such as pharmacological activities, SAR studies, and well‐known methods of synthesis have appeared in the literature. However, green synthetic methods particularly using transition metal (TM) catalysts and their nanoparticles, although being more viable and extensively applied by researchers in the present scenario, have not been exclusively and expansively reviewed. Besides this, the vital precursors required for knitting the skeleton of benzimidazole are mainly o‐aryldiamines. The conventional synthesis generally involved the condensation of these diamines with carbonyl/carboxylic acid derivatives either via high temperature heating or via adding strong acids, mostly resulting in poor yields or mixtures. However, recent trends are replacing these conditions by mild and green conditions through TM catalysts. Therefore, the current review emphasizes on the recent trends adopted in the synthesis of benzimidazoles using condensation reaction of o‐phenylenediamines and various aldehydes/ester/amide/alcohols with TM in a catalytic role in nanoform and under environmentally benign green conditions.

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Fe₃O₄@SiO₂@polyionene/Br₃⁻ core–shell–shell magnetic nanoparticles: a novel catalyst for the synthesis of imidazole derivatives under solvent-free conditions

Abstract: New Fe3O4@SiO2@polyionene/Br3− core–shell–shell magnetite nanoparticles were prepared using a co-precipitation method and were used in the syntheses of imidazole derivatives under solvent-free conditions.

Cited by 47 publications

References 53 publications

Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

Synthesis and Applications of 2‐Substituted Imidazole and Its Derivatives: A Review

Recent Trends in the Synthesis of Benzimidazoles From o‐Phenylenediamine via Nanoparticles and Green Strategies Using Transition Metal Catalysts

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