Bimetallic <scp>CoCeO<sub>2</sub></scp> oxide nanoparticles: An efficient and reusable heterogeneous catalyst for the preparation of <scp>2‐amino‐3‐cyano‐4</scp><i>H</i>‐pyran derivatives

Shaikh, S. A.; Kamble, V.S.; Gupta, R. H.; Awale, A. G.; Salunkhe, Suresh T.; Aghav, B. D.

doi:10.1002/jhet.4646

Cited by 3 publications

(1 citation statement)

References 38 publications

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“…From the literature survey, it has been found that there are several methods already reported for the synthesis of ACCs, for examples, Lewis acid‐base based catalysts, organo‐catalysts, homogeneous as well as heterogeneous catalysts such as DBU, [33] L‐proline, [34] piperazine, [35] triethylamine, [36] K 2 CO 3 , [37] triethylammonium hydrogen sulfate, [38] BF 3 .SiO 2 , [39] 2,2,2‐trifluoroethanol (TFE), [40] choline chloride urea, [41] RGO‐SO 3 H, [42] [bmim]OH, [43] CoCeO 2 NPs, [44] ZIF@ZnTiO 3 , [45] thiourea dioxide [46] etc. Only recently study on the multicomponent synthesis of ACCs using a homogeneous cis ‐[Mo VI O 2 ] complex as catalyst has been reported in the literature, [47] while two other studies have considered heterogeneous Fe 3 O 4 ‐supported molybdenum nano catalysts for this synthesis [48,49] …”

Section: Introductionmentioning

confidence: 99%

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Maurya,

Nandi,

Kumar

et al. 2024

Chemistry A European J

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Reaction of 2‐chloromethylbenzimidazole with known intermediates (i – iii), prepared from diaminoguanidine hydrochloride with salicylaldehyde, 5‐bromo‐salicylaldehyde or 3,5‐di‐tert‐butylsalicylaldehyde, led to the formation of benzimidazole appended new ligands, H4L1–H4L3 (I−III). The homogeneous nitrogen‐bridged symmetrical binuclear complexes, [(MoVIO2)2(L1)(H2O)2] (1), [(MoVIO2)2(L2)(H2O)2] (2) and [(MoVIO2)2(L3)(MeOH)2] (3) and mononuclear complexes, [MoVIO2(H2L1)(MeOH)] (4), [MoVIO2(H2L2)(H2O)] (5) and [MoVIO2(H2L3)(MeOH)] (6).have been isolated by reacting these ligands. The corresponding binuclear heterogeneous compounds [(MoVIO2)2(L1)(DMF)2]@PS (PS‐1), [(MoVIO2)2(L2)(DMF)2]@PS (PS‐2) and [(MoVIO2)2(L3)(DMF)2]@PS (PS‐3) have been obtained by immobilization of 1−3 onto chloromethylated polystyrene beads. All synthesized ligands, homogeneous as well as heterogeneous supported compounds have been characterized well. Heterogeneous compounds (PS‐1−PS‐3) have further been studied by microwave plasma atomic emission spectroscopy, X‐ray photoelectron spectroscopy, and field emission scanning electron microscopy along with energy dispersive spectroscopy. All compounds were explored for catalytic applications to one‐pot multicomponent reactions (MCRs) for efficient synthesis of biologically active 2‐amino‐3‐cyano‐4H‐chromenes/pyrans (21 examples). Optimizing various reaction parameters helped in achieving as high as 97% yields of products. Though, only half equivalent of the binuclear complexes (1‐3) was required compared to mononuclear analogues (4‐6) to achieve comparable yields, heterogeneous catalysts have an added advantage due to their stability and recyclability. Suitable reaction mechanism has also been proposed based on isolated intermediate(s).

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Section: Introductionmentioning

confidence: 99%

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Maurya,

Nandi,

Kumar

et al. 2024

Chemistry A European J

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Tandem aqueous extract of onion catalyzed Knoevenagel condensation-Michael addition-cyclization: A green synthesis of 2-amino- 3-cyano-4H-pyran derivatives and their anti-oxidant and molecular docking studies

Selvaraj,

Eswaran,

Natesan

et al. 2024

Journal of Molecular Structure

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Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by 1,3-Dibenzyl-1H-benzo[d] imidazole-3-ium Chloride

Delfani,

Kiyani,

Zamani

2023

COC

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Tetrahydrobenzo[b]pyrans are fused oxygen-containing heterocycles that are found in many biologically active compounds. Therefore, researchers in organic synthesis are searching for suitable, efficient, and useful methods for their synthesis. In this contribution, a series of tetrahydrobenzo[b]pyran derivatives was synthesized using aryl aldehydes, malononitrile, and cyclohexane-1,3-dione or dimedone as the available starting materials. The three-component reactions were catalyzed by 1,3-dibenzyl-1H-benzo[d]imidazol-3-ium chloride as the N-heterocyclic carbene precursor. The heterocyclic oxygen-containing products were obtained in good to excellent isolated yields within relatively shorter reaction times. Optimizing the reaction conditions was performed from the point of view of various parameters of the reaction. The results of these experiments showed that the best solvent system includes water-ethanol, the most suitable reaction temperature is 60 ºC, and the optimal amount of the imidazolium catalyst loading is 5 mol%. Operational simplicity, no need for chromatographic methods for purification, simple work-up for pure products, and avoiding hazardous solvents are remarkable features of this three-component reaction. Moreover, in these multicomponent cyclo-condensations, no by-products were observed.

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Bimetallic CoCeO₂ oxide nanoparticles: An efficient and reusable heterogeneous catalyst for the preparation of 2‐amino‐3‐cyano‐4H‐pyran derivatives

Cited by 3 publications

References 38 publications

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Tandem aqueous extract of onion catalyzed Knoevenagel condensation-Michael addition-cyclization: A green synthesis of 2-amino- 3-cyano-4H-pyran derivatives and their anti-oxidant and molecular docking studies

Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by 1,3-Dibenzyl-1H-benzo[d] imidazole-3-ium Chloride

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Bimetallic CoCeO2 oxide nanoparticles: An efficient and reusable heterogeneous catalyst for the preparation of 2‐amino‐3‐cyano‐4H‐pyran derivatives

Cited by 3 publications

References 38 publications

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Polymer Supported Nitrogen‐Bridged Symmetrical Binuclear Dioxidomolybdenum(VI) Complexes and Their Homogeneous Analogues as Potential Catalysts for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans

Tandem aqueous extract of onion catalyzed Knoevenagel condensation-Michael addition-cyclization: A green synthesis of 2-amino- 3-cyano-4H-pyran derivatives and their anti-oxidant and molecular docking studies

Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by 1,3-Dibenzyl-1H-benzo[d] imidazole-3-ium Chloride

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Bimetallic CoCeO₂ oxide nanoparticles: An efficient and reusable heterogeneous catalyst for the preparation of 2‐amino‐3‐cyano‐4H‐pyran derivatives