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Recyclable Magnetic Camphor Sulfonic Acid: A Reliable and Highly Efficient Ionic Organocatalyst for Benzothiazin-4-One Synthesis in Green Media

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Abstract

Organocatalysts, like a minimalistic biocatalyst, pursue to reduce metal consumption with low cost, and low toxicity targeting to become a green strategy in organic transformations. Supporting organocatalyst on magnetite nanoparticles has been attracted researchers’ attention in recent years due to the facilitating catalyst recycling and recovery procedure. However, the industrial organocatalysts design strategy limits the recyclability and the practical usability of these catalysts. Here, we present a facile and novel protocol for camphor sulfonic acid immobilization onto 3-aminopropyltriethoxysilane-modified magnetic nanoparticles under mild reaction conditions. The magnetic organocatalyst is characterized by different techniques such as FT-IR, XRD, TGA, SEM, and EDS. Recyclable magnetic camphor sulfonic acid-catalyzed practical and regioselective one-pot, multicomponent synthesis of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one derivatives in polyethylene glycol (PEG-200) for 120–240 min in good to excellent yields. Not only the novel catalyst gets the reaction to gain a high yield, but also it is reusable at least 5 times the reaction cycle by applying an external magnetic field to get overall sustainable process development.

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Acknowledgements

Financial support of this work by Iran National Science Foundation (INSF, Grant Number: 98015375) is gratefully appreciated.

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  1. Chemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran

    Najmedin Azizi, Fezeh Farzaneh & Navid Habibnejad

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  1. Najmedin Azizi
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  2. Fezeh Farzaneh
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  3. Navid Habibnejad
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Correspondence to Najmedin Azizi.

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Azizi, N., Farzaneh, F. & Habibnejad, N. Recyclable Magnetic Camphor Sulfonic Acid: A Reliable and Highly Efficient Ionic Organocatalyst for Benzothiazin-4-One Synthesis in Green Media. Catal Lett 152, 3146–3157 (2022). https://doi.org/10.1007/s10562-021-03885-1

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