Activated Fuller’s earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

Rekunge, Deelip S.; Indalkar, Krishna S.; Chaturbhuj, Ganesh U.

doi:10.1016/j.tetlet.2016.11.049

Cited by 25 publications

(6 citation statements)

References 45 publications

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“…An activated Fuller's earth was introduced as an efficient heterogeneous catalyst by Rekunge et al via a simple method for the synthesis of 5-aryl 1-H-tetrazoles was developed from various sodium azides and alkenyl nitriles with 77-91 % of yield at 120 °C in DMSO. [70] A convenient method for synthesis of high-yielding of 2-(1H-tetrazole-5-yl)acrylonitrile derivatives (5-substituted 1H-tetrazoles) by three-component domino Knoevenagel condensation / 1,3 dipolar cycloaddition reaction of malononitrile, sodium azide, and aldehydes in the presence of ZrP 2 O 7 nanoparticles as a catalyst with the use of ultrasound as an energy source at 70 °C for 2-10 min gave 88-92 % of disubstituted tetrazoles (Scheme 3). It was found that the product yield was higher in the case of ultrasound than conventional heating, as shown in (Table 1).…”

Section: Modern Methods -Heterogeneous Nanocatalystsmentioning

confidence: 99%

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Advances in Tetrazole Synthesis – An Overview

2022

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Most of the active pharmaceutical ingredients (API) contain the tetrazole ring, thus making them of vast significance in new drug design descriptors. With this importance in view, enormous studies are being carried out on the synthesis of tetrazole derivatives. The methods of its synthesis are [3+2] cycloaddition, multicomponent reactions, microwave‐assisted synthesis using heterogeneous and homogeneous catalysts. Hence, it is necessary to highlight the green catalysis that would be more environmentally benign and economically viable. In this review, we discuss the tetrazole synthesis processes carried out in the presence of heterogeneous and homogeneous catalysts. These catalytic materials gave higher product yield in a shorter reaction time and were reusable.

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Section: Modern Methods -Heterogeneous Nanocatalystsmentioning

confidence: 99%

“…An activated Fuller's earth was introduced as an efficient heterogeneous catalyst by Rekunge et al. via a simple method for the synthesis of 5‐aryl 1‐ H ‐tetrazoles was developed from various sodium azides and alkenyl nitriles with 77–91 % of yield at 120 °C in DMSO [70] …”

Section: Tetrazole Synthesismentioning

confidence: 99%

Advances in Tetrazole Synthesis – An Overview

2022

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“…Fuller's earth has m any advantages over other potential adsorbents being commercially available with very low cost, non-toxic, and eco-friendly [26]. It is essential to understand the chemical and crystalline structure of the used adsorbent.…”

Section: Adsorbentmentioning

confidence: 99%

Sustainable Adsorption Removal of Nickel and Chromium on Eco-Friendly Industrial Waste: Equilibrium Study

Magdy¹,

Altaher²,

Yaqout³

2021

ChChT

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Adsorption of nickel and chromium was investigated using fuller’s earth. The experimental data were analyzed using five 2-parameter adsorption models and three 3-parameter models. The maximum adsorption capacities for nickel and chromium were 769 and 556 mg/g, respectively. The Langmuir isotherm model was found to have the best fitting indicating monolayer adsorption. The adsorption was found to have an exothermic nature.

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“…Moreover, better selectivity can be achieved, thus, eliminating the formation of undesired products. 57 5-(Alkylthio)-and 5-(arylthio)-1H-tetrazoles were synthesized in up to 94% yields by Kolo and Sajadi 58 from thiocyanates using Fe 3 O 4 NPs, which are magnetically recoverable and reusable (Scheme 9). Mechanistically, the catalyst activated the nitrile group on its surface by forming a complex with the nitrile group of the thiocyanate, thus imparting electrophilic character.…”

Section: Nanoparticles As Heterogeneous Catalystsmentioning

confidence: 99%

Recent Advances in the Synthesis of 5-Substituted 1H-Tetrazoles: A Complete Survey (2013–2018)

Mittal¹,

Awasthi

2019

Synthesis

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Tetrazoles are synthetic organic heterocyclic compounds comprising of high nitrogen content among stable heterocycles. Tetrazoles, chiefly 5-substituted 1H-tetrazoles have been used as a bioisosteric replacement for carboxylic acids in medicinal chemistry. Various clinical drugs, including losartan, cefazolin, and alfentanil, contain the tetrazole moiety. There have been significant developments in the synthesis of 5-substituted 1H-tetrazoles. Researchers are still working to develop more efficient and ecofriendly methods for their synthesis. In this review, we provide a comprehensive discussion of the recent advancements in the field of synthesis of 5-substituted 1H-tetrazoles.1 Introduction2 The Role of 5-Substituted 1H-Tetrazoles in Medicinal Chemistry3 Synthesis of 5-Substituted 1H-Tetrazoles3.1 Microwave-Assisted Synthesis3.2 Heterogeneous Catalysts3.3 Nanoparticles as Heterogeneous Catalysts3.4 Miscellaneous Methods4 Sartans: A Class of Tetrazole-Based Commercial Drugs5 Conclusions

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Activated Fuller’s earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

Cited by 25 publications

References 45 publications

Advances in Tetrazole Synthesis – An Overview

Advances in Tetrazole Synthesis – An Overview

Sustainable Adsorption Removal of Nickel and Chromium on Eco-Friendly Industrial Waste: Equilibrium Study

Recent Advances in the Synthesis of 5-Substituted 1H-Tetrazoles: A Complete Survey (2013–2018)

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