Issue 84, 2014

Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

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

Supplementary files

Article information

Article type
Communication
Submitted
18 Mar 2014
Accepted
23 May 2014
First published
23 May 2014

Chem. Commun., 2014,50, 12623-12625

Author version available

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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