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Issue 42, 2019
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Iodine-catalyzed guanylation of amines with N,N′-di-Boc-thiourea

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Abstract

Herein, we report that iodine-catalyzed guanylation of primary amines can be accomplished with N,N′-di-Boc-thiourea and TBHP to afford the corresponding guanidines in 40–99% yields. Oxidation of the HI byproduct by TBHP eliminates the need for an extra base to prevent the protonation of substrates and makes the reaction especially useful for both electronically and sterically deactivated primary anilines.

Graphical abstract: Iodine-catalyzed guanylation of amines with N,N′-di-Boc-thiourea

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Publication details

The article was received on 15 Sep 2019, accepted on 14 Oct 2019 and first published on 14 Oct 2019


Article type: Communication
DOI: 10.1039/C9OB02014D
Org. Biomol. Chem., 2019,17, 9280-9283

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    Iodine-catalyzed guanylation of amines with N,N′-di-Boc-thiourea

    H. Rong, C. Yang, T. Chen, Z. Xu, T. Su, Y. Wang and B. Ning, Org. Biomol. Chem., 2019, 17, 9280
    DOI: 10.1039/C9OB02014D

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