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Sulfonic acid decorated graphene oxide (GO-SO3H): a efficient heterogeneous catalyst for synthesis of tert-butyl/ethylacetate and pyrazole disubstituted tetrazole derivatives

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Abstract

A simple and straightforward synthetic strategy has been established toward furnishing of promising bis-heterocyclic pyrazole containing substituted tetrazole derivatives which might be proved as valuable molecules because of the presence of medicinally and biologically important pyrazole and tetrazole entities. Sulfonic acid decorated graphene oxide (GO-SO3H), a new class of heterogeneous carbo-catalyst was first time reported for synthesis of tert-butyl/ethyl acetate and pyrazole-substituted tetrazole through one-pot 4-C reaction. The synthesized GO-SO3H catalyst offered more than 95% yields of tetrazoles with a broad range of substrates including different substituted aldehyde, isocyanide, and amine within 15–20 min under mild reaction conditions. In addition, sulfonic acid decorated graphene oxide (GO-SO3H) was reused up to five reaction cycles without considerable drop in its catalytic efficiency. The formation of all synthesized pyrazole containing substituted tetrazole derivatives was confirmed by various spectroscopic techniques.

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Acknowledgements

N Sand R S are thankful to the Manipal University Jaipur, Department of Chemistry for resources infrastructures and money grant. The author also would like to thank the Central Analytical Facilities (CAF) and Sophisticated Analytical Instrument Facility (SAIF) laboratory of Manipal University Jaipur SEM, XRD, EDX, FT-IR, and NMR spectra analysis reported in this paper.

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No funds, grants, or other support were received.

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Authors and Affiliations

  1. Department of Chemistry, Manipal University Jaipur, VPO-Dehmi-Kalan, Off Jaipur-Ajmer Express Way, Jaipur, Rajasthan, 30300, India

    Neelam Sharma, Sakshi Pathak & Rahul Shrivastava

  2. Department of Chemistry, Chandigarh University, Mohali, Punjab, 140413, India

    Suman Swami

  3. Department of Chemistry, Banasthali University, Banasthali, Rajasthan, India

    Ved Prakash Verma

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  1. Neelam Sharma
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  5. Rahul Shrivastava
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Contributions

All authors contributed to the study conception and design. Material preparation, data collection, and analysis were performed by NS, SS, and SP. The first draft of the manuscript was written by NS and SS and corrected by RS and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.

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Correspondence to Rahul Shrivastava.

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Sharma, N., Swami, S., Pathak, S. et al. Sulfonic acid decorated graphene oxide (GO-SO3H): a efficient heterogeneous catalyst for synthesis of tert-butyl/ethylacetate and pyrazole disubstituted tetrazole derivatives. Res Chem Intermed 49, 3441–3459 (2023). https://doi.org/10.1007/s11164-023-05047-x

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