title: Oxidation of 3-hydroxypiperidines with iodosylbenzene in water: tandem oxidative Grob fragmentation-cyclization reaction.
abstract: Oxidation of 3-hydroxypiperidine with iodosylbenzene in water afforded 2-pyrrolidinone directly in good yields. The reaction probably involves oxidative Grob fragmentation yielding imino aldehyde, which upon hydrolysis produces 2-pyrrolidinone via a cyclization-oxidation sequence.
authors.affiliation: Faculty of Pharmaceutical Sciences, University of Tokushima, Tokushima 770-8505, Japan.
authors.forename: Norihiro
authors.initials: N
authors.lastname: Tada
authors.forename: Kazunori
authors.initials: K
authors.lastname: Miyamoto
authors.forename: Masahito
authors.initials: M
authors.lastname: Ochiai
mesh_terms: D003500:Cyclization; D007462:Iodobenzenes / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010880:Piperidines / Q000737:chemistry*; D014867:Water
chemical_list: D007462:Iodobenzenes; D010880:Piperidines; D014867:Water; C037276:iodosobenzene