title: [5C + 1N] Annulation of 2,4-pentadienenitriles with hydroxylamine: a synthetic route to multi-substituted 2-aminopyridines.
abstract: A facile and efficient synthetic route to multi-substituted 2-aminopyridines has been developed via a formal [5C + 1N] annulation of readily available 2,4-pentadienenitriles with hydroxylamine (NH(2)OH) under very mild conditions, which involves sequential intermolecular aza-nucleophilic addition of hydroxylamine, intramolecular aza-cyclization, and dehydration reactions.
authors.affiliation: Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China.
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Xin
authors.forename: Peng
authors.initials: P
authors.lastname: Huang
authors.forename: Dexuan
authors.initials: D
authors.lastname: Xiang
authors.forename: Rui
authors.initials: R
authors.lastname: Zhang
authors.forename: Fengyu
authors.initials: F
authors.lastname: Zhao
authors.forename: Ning
authors.initials: N
authors.lastname: Zhang
authors.forename: Dewen
authors.initials: D
authors.lastname: Dong
mesh_terms: D000631:Aminopyridines / Q000138:chemical synthesis / Q000737:chemistry*; D019811:Hydroxylamine / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000631:Aminopyridines; D019811:Hydroxylamine; C032439:alpha-aminopyridine