title: A catalytic version of hypervalent aryl-λ3-iodane-induced Hofmann rearrangement of primary carboxamides: iodobenzene as an organocatalyst and m-chloroperbenzoic acid as a terminal oxidant.
abstract: The first catalytic version of hypervalent aryl-λ(3)-iodane-induced Hofmann rearrangement of primary carboxamides, which probably involves in situ generation of a tetracoordinated bis(aqua)(hydroxy)phenyl-λ(3)-iodane complex as an active oxidant from a catalytic amount of iodobenzene by the reaction with m-chloroperbenzoic acid in the presence of HBF(4) in dichloromethane-water under mild conditions, was developed.
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan.
authors.forename: Kazunori
authors.initials: K
authors.lastname: Miyamoto
authors.forename: Yuuta
authors.initials: Y
authors.lastname: Sakai
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Goda
authors.forename: Masahito
authors.initials: M
authors.lastname: Ochiai
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D002723:Chlorobenzoates / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry*; D016877:Oxidants / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000475:Alkenes; D000577:Amides; D001555:Benzene Derivatives; D002723:Chlorobenzoates; D006847:Hydrocarbons, Iodinated; D007462:Iodobenzenes; D016877:Oxidants; C539405:iodomesitylene; C031905:iodobenzene; C000433:3-chloroperbenzoic acid