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Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids

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Abstract

A practical synthetic method for the synthesis of aryl bromide was developed through regioselective bromination of boronic acid in the presence of poly-N-bromosulfonamide-melamine (PBBSM). In this regard, a novel heterogeneous support, cross-linked poly sulfonamide-melamine, has been successfully synthesized to stabilize bromine with high surface functional group density (6.6 mmol Br+/g). The prepared reagent is a novel brominating reagent that combines the effective functions of N-bromosulfonamide, N-bromosulfonamide-melamine, and melamine groups. The structure of PBBSM was characterized using XRD, FT–IR, 1H NMR, TGA, FE-SEM, EDX, and TGA analysis.

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Acknowledgements

We are thankful to Bu-Ali Sina University, Center of Excellence in Development of Environmentally Friendly Methods for Chemical Synthesis (CEDEFMCS), for financial support.

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Authors and Affiliations

  1. Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran

    Sedigheh Alavinia & Ramin Ghorbani-Vaghei

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  1. Sedigheh Alavinia
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  2. Ramin Ghorbani-Vaghei
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Correspondence to Ramin Ghorbani-Vaghei.

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Alavinia, S., Ghorbani-Vaghei, R. Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids. Monatsh Chem 152, 1269–1276 (2021). https://doi.org/10.1007/s00706-021-02827-2

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