- Nickel(0)-catalyzed cyclization of N-benzoylaminals for isoindolinone synthesis.
Nickel(0)-catalyzed cyclization of N-benzoylaminals for isoindolinone synthesis.
Organic letters (2011-06-08)
Danielle M Shacklady-McAtee, Srimoyee Dasgupta, Mary P Watson
PMID21644568
RESUMEN
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.