Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

Yuhei Shimizu; Megumi Noshita; Yuri Mukai; Hiroyuki Morimoto; Takashi Ohshima

doi:10.1039/c4cc02014f

Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

Yuhei Shimizu, Megumi Noshita, Yuri Mukai, Hiroyuki Morimoto, Takashi Ohshima

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

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.

Original language	English
Pages (from-to)	12623-12625
Number of pages	3
Journal	Chemical Communications
Volume	50
Issue number	84
DOIs	https://doi.org/10.1039/c4cc02014f
Publication status	Published - Sept 25 2014

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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Cite this

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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.",

author = "Yuhei Shimizu and Megumi Noshita and Yuri Mukai and Hiroyuki Morimoto and Takashi Ohshima",

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AU - Shimizu, Yuhei

AU - Noshita, Megumi

AU - Mukai, Yuri

AU - Morimoto, Hiroyuki

AU - Ohshima, Takashi

PY - 2014/9/25

Y1 - 2014/9/25

N2 - 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.

AB - 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.

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Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

Abstract

All Science Journal Classification (ASJC) codes

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