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Issue 84, 2014
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Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

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Abstract

Hydrazinolysis of unactivated amide bonds is significantly accelerated by the addition of ammonium salts. The reactions proceed at 50–70 °C to give amines with broad substrate scope that outperforms existing amide bond cleavage reactions. Application to peptide and amino sugar derivatives is also demonstrated.

Graphical abstract: Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

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Publication details

The article was received on 18 Mar 2014, accepted on 23 May 2014 and first published on 23 May 2014


Article type: Communication
DOI: 10.1039/C4CC02014F
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2014,50, 12623-12625
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    Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

    Y. Shimizu, M. Noshita, Y. Mukai, H. Morimoto and T. Ohshima, Chem. Commun., 2014, 50, 12623
    DOI: 10.1039/C4CC02014F

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