Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

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

Research output: Contribution to journalArticle

17 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. This journal is

Original languageEnglish
Pages (from-to)12623-12625
Number of pages3
JournalChemical Communications
Volume50
Issue number84
DOIs
Publication statusPublished - Oct 28 2014

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Ammonium Compounds
Amides
Amino sugars
Salts
Amino Sugars
Peptides
Amines
Derivatives
Substrates

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

Cite this

Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis. / Shimizu, Yuhei; Noshita, Megumi; Mukai, Yuri; Morimoto, Hiroyuki; Ohshima, Takashi.

In: Chemical Communications, Vol. 50, No. 84, 28.10.2014, p. 12623-12625.

Research output: Contribution to journalArticle

Shimizu, Yuhei ; Noshita, Megumi ; Mukai, Yuri ; Morimoto, Hiroyuki ; Ohshima, Takashi. / Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis. In: Chemical Communications. 2014 ; Vol. 50, No. 84. pp. 12623-12625.
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