title: Nickel(0)-catalyzed cyclization of N-benzoylaminals for isoindolinone synthesis.
abstract: A nickel(0) catalyst effectively mediates the cyclization of N-benzoyl aminals in the presence of a stoichiometric Lewis acid. This method enables preparation of a variety of isoindolinones with substitution on the benzoyl fragment and C-3 carbon. This reaction likely proceeds via an α-amidoalkylnickel(II) intermediate, which then may cyclize via either an electrophilic aromatic substitution or an insertion pathway.
authors.affiliation: Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA.
authors.forename: Danielle M
authors.initials: DM
authors.lastname: Shacklady-McAtee
authors.forename: Srimoyee
authors.initials: S
authors.lastname: Dasgupta
authors.forename: Mary P
authors.initials: MP
authors.lastname: Watson
mesh_terms: D001596:Benzylamines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D054833:Isoindoles / Q000138:chemical synthesis*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D001596:Benzylamines; D054833:Isoindoles; D009532:Nickel; C030796:benzylamine