196492-49-6Relevant academic research and scientific papers
The copper-mediated cross-coupling of phenylboronic acids and N-hydroxyphthalimide at room temperature: synthesis of aryloxyamines.
Petrassi,Sharpless,Kelly
, p. 139 - 142 (2007/10/03)
[figure: see text] A novel route to aryloxyamines via the copper-mediated cross-coupling of N-hydroxyphthalimide and phenylboronic acids is reported. The reaction is mediated by selected copper(I) and (II) salts in the presence of pyridine and is tolerant of several functional groups on the phenylboronic acid. The phthallmide group is removed using hydrazine to afford the corresponding aryloxyamine.
Reaction of N-phenoxyphthalimide derivatives with aluminum chloride in benzene
Uto, Kensaku,Miyazawa, Etsuko,Ito, Katsuhiro,Sakamoto, Takeshi,Kikugawa, Yasuo
, p. 2593 - 2600 (2007/10/03)
N-Phenoxyphthalimides react with AlCl3 in benzene to form products of intramolecular N-C and inter molecular C-C bond formation via aryloxenium ion intermediates. N-Phenoxy derivatives having an electron-withdrawing substituent on the para position react with solvent benzene on the imide carbonyl, assisted by the neighboring oxygen atom, to produce N-(4-substituted phenoxy)-3,3-diphenyl-2,3-dihydroisoindol-1-ones.
