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Efficient N-Boc protection of amines by a reusable heterogeneous solid acid nanocatalyst at room temperature

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Abstract

An efficient and rapid protocol for chemoselective N-Boc protection of various structurally different aryl, aliphatic, and heterocyclic amines is reported with (Boc)2O using mesoporous silica phenylsulfonic acid (SBA-15-Ph-SO3H) as a recyclable and heterogeneous solid acid nanocatalyst under solvent-free condition at ambient temperature. The catalyst can be easily recovered and reused for ten reaction cycles for protection of amines without considerable loss of activity. The advantages of this green method are simplicity, easy workup, chemoselectivity, short reaction time, and excellent yield.

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Acknowledgments

The authors are grateful to Iran National Science Foundation (INSF) and Payame Noor University (PNU) for supporting this work under research grant no. 93/48910 dated 2014/12/03.

Conflict of interest

The authors declare that they have no conflict of interest.

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Authors and Affiliations

  1. Department of Chemistry, Payame Noor University (PNU), Tehran, Iran

    Hojat Veisi & Saba Hemmati

  2. Institute of Industrial Chemistry, Iranian Research Organization for Science and Technology, Tehran, Iran

    Alireza Sedrpoushan & Habibollah Ghazizadeh

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  1. Hojat Veisi
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  2. Alireza Sedrpoushan
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  4. Saba Hemmati
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Correspondence to Hojat Veisi.

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Veisi, H., Sedrpoushan, A., Ghazizadeh, H. et al. Efficient N-Boc protection of amines by a reusable heterogeneous solid acid nanocatalyst at room temperature. Res Chem Intermed 42, 1451–1461 (2016). https://doi.org/10.1007/s11164-015-2096-0

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