Reaction N-phenoxyphthalimide derivatives with aluminum chloride in benzene

Citation
K. Uto et al., Reaction N-phenoxyphthalimide derivatives with aluminum chloride in benzene, HETEROCYCLE, 48(12), 1998, pp. 2593-2600
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
48
Issue
12
Year of publication
1998
Pages
2593 - 2600
Database
ISI
SICI code
0385-5414(199812)48:12<2593:RNDWAC>2.0.ZU;2-P
Abstract
N-Phenoxyphthalimides react with AlCl3 in benzene to form products of intra molecular N-C and intermolecular C-C bond formation via aryloxenium ion int ermediates. N-Phenoxy derivatives having an electron-withdrawing substituen t on the para position react with solvent benzene on the imide carbonyl, as sisted by the neighboring oxygen atom, to produce N-(4-substituted phenoxy) -3,3-diphenyl-2,3-dihydroisoindol-1-ones.