title: Amination of heterocyclic compounds with o-benzoylhydroxylamine derivatives.
abstract: The N-amination of heterocyclic compounds 1a-k with O-benzoylhydroxylamine derivatives 5 was developed and demonstrated to be a superior alternative to existing N-amination methods. A structure-reactivity relationship study was performed on variously substituted O-benzoylhydroxylamine derivatives, leading to the discovery of the novel and more efficient aminating reagents 5h and 5i.
authors: Department of Process Research and Development and Drug Discovery Chemistry, Bristol-Myers Squibb Research & Development, PO Box 4000, Princeton, New Jersey 08543, USA.
authors: Luca
authors: L
authors: Parlanti
authors: Robert P
authors: RP
authors: Discordia
authors: John
authors: J
authors: Hynes
authors: Michael M
authors: MM
authors: Miller
authors: Harold R
authors: HR
authors: O'Grady
authors: Zhongping
authors: Z
authors: Shi
mesh_terms: D000586:Amination; D000838:Anions; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D006898:Hydroxylamines / Q000737:chemistry*; D007536:Isomerism; D007700:Kinetics; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry; D014227:Triazines / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D000838:Anions; D006571:Heterocyclic Compounds; D006898:Hydroxylamines; D011758:Pyrroles; D014227:Triazines; D014867:Water; C010046:O-benzoylhydroxylamine