title: 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.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, 812-8582, Japan. ohshima@phar.kyushu-u.ac.jp hmorimot@phar.kyushu-u.ac.jp.
authors.forename: Yuhei
authors.initials: Y
authors.lastname: Shimizu
authors.forename: Megumi
authors.initials: M
authors.lastname: Noshita
authors.forename: Yuri
authors.initials: Y
authors.lastname: Mukai
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Morimoto
authors.forename: Takashi
authors.initials: T
authors.lastname: Ohshima
mesh_terms: D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D000606:Amino Sugars / Q000737:chemistry; D064751:Ammonium Compounds / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D013696:Temperature
chemical_list: D000577:Amides; D000588:Amines; D000606:Amino Sugars; D064751:Ammonium Compounds; D006834:Hydrazines; D010455:Peptides; C029424:hydrazine