Brönsted acid hydrotrope combined catalysis in water: a green approach for the synthesis of indoloquinoxalines and bis-tetronic acids

Kumbhar, Arjun; Kanase, D. G.; Mohite, Suhas; Salunkhe, Rajashri; Lohar, Trushant

doi:10.1007/s11164-021-04430-w

Cited by 8 publications

(1 citation statement)

References 42 publications

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“…These include montmorillonite K-10, [17] o-iodoxybenzoic acid, [18] Itaconic acid, [19] polyaniline sulfate, [20] PTSA (p -Toluenesulfonic acid), [21] molecular iodine, [22,23] aqueous HF, [24] sulfamic acid, [25,26] acetic acid, [27,28] NH 4 Cl-CH 3 OH, [29] Amberlyst-15, [30] and metal catalysts such as silica-supported antimony(III) chloride, [31] cerium(IV) ammonium nitrate (CAN), [32] ZnO, [33] gallium(III) triflate, [34] zirconium(IV) chloride, [35] FeCl 3 , [36] sulfated polyborate [37] and SnCl 2 /SiO 2 . [38] A few methods for the synthesis of quinoxalines have also been reported by ultrasound irradiation [39,40] and microwave irradiation.…”

Section: Introductionmentioning

confidence: 99%

Thiourea Dioxide Catalyzed Sustainable Synthesis of Diverse Quinoxaline and Pyrazine Derivatives in Aqueous Medium at Ambient Temperature

Saini,

Manju,

Raigar

et al. 2024

ChemistrySelect

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An eco‐conscious, metal‐free protocol has been developed to synthesize a diverse collection of biologically and pharmacologically active quinoxaline and pyrazine derivatives. The protocol involves a one‐pot condensation of various 1,2‐diamines with 1,2‐diones using thiourea dioxide as a catalyst and water as a solvent at ambient temperature. Notably, the catalyst can be reused up to five times without any significant loss of efficacy. The green aspects of this method involved milder reaction conditions, higher yields with shorter reaction times, simple work‐up, non‐chromatographic separations, good reusability, and easy catalyst recovery by simple filtration. Moreover, the reaction is successfully accelerated to a multigram scale, making it favourable for production at a larger scale.

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Section: Introductionmentioning

confidence: 99%

Thiourea Dioxide Catalyzed Sustainable Synthesis of Diverse Quinoxaline and Pyrazine Derivatives in Aqueous Medium at Ambient Temperature

Saini,

Manju,

Raigar

et al. 2024

ChemistrySelect

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Brønsted Acid Saponin Combined Catalyst (BASapC) for the Synthesis of Diverse 1,1‐Dihomoarylmethane Scaffolds in Aqueous Solution

Nirmale,

Patil,

Kumbhar

et al. 2024

ChemistrySelect

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The present study describes the synthesis of various bioactive compounds, including bis‐coumarins, bis‐lawsones, bis‐dimedones, and bis‐indolylmethanes, using a novel catalytic system called “Brønsted acid saponin combined catalyst” (BASapC). The BASapC was formed by combining p‐toluenesulfonic acid (PTSA) and saponin in an aqueous medium. The prepared BASapC proved to be effective in facilitating cascade‐type Knoevenagel–Michael addition reactions between various aromatic aldehydes with 4‐hydroxycoumarin, lawsone, dimedone, or indole at 80 °C. In the BASapC system, PTSA acted as a powerful Brønsted acid, activating reactants, whereas saponin served as a natural surfactant, enhancing the solubility of organic compounds in water. This catalytic approach established a straightforwardness and robustness of diversity‐oriented synthesis (DoS), delivering the desired products with good to excellent yields. Additionally, the BASapC exhibited recyclability for at least four cycles without significant loss of activity.

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An aqueous hydrotropic solution as environmentally benign reaction medium for organic transformations: a short review

Kamat

Indi

Kumbhar³

et al. 2022

Res Chem Intermed

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Brönsted acid hydrotrope combined catalysis in water: a green approach for the synthesis of indoloquinoxalines and bis-tetronic acids

Cited by 8 publications

References 42 publications

Thiourea Dioxide Catalyzed Sustainable Synthesis of Diverse Quinoxaline and Pyrazine Derivatives in Aqueous Medium at Ambient Temperature

Thiourea Dioxide Catalyzed Sustainable Synthesis of Diverse Quinoxaline and Pyrazine Derivatives in Aqueous Medium at Ambient Temperature

Brønsted Acid Saponin Combined Catalyst (BASapC) for the Synthesis of Diverse 1,1‐Dihomoarylmethane Scaffolds in Aqueous Solution

An aqueous hydrotropic solution as environmentally benign reaction medium for organic transformations: a short review

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