Intramolecular cyclization of aryloxenium ions. Carbon-oxygen-carbon and carbon-carbon bond formation. A novel ortho effect

…, R Bartnik, M Cooper, NL Dassanayake…

Index: Abramovitch, Rudolph A.; Bartnik, Romuald; Cooper, Melanie; Dassanayake, Nissanke L.; Hwang, Hang-Yuong; et al. Journal of Organic Chemistry, 1982 , vol. 47, # 24 p. 4817 - 4818

Full Text: HTML

Citation Number: 8

Abstract

Summary: o-Aryloxenium ions undergo intramolecular C-0-C bond formation readily as shown by the cyclizations yielding dibenzofurans. m-Aryloxenium ions cyclize via CC bond formation provided the molecule can adopt the appropriate conformation for ring closure to occur. When an oxygen atom is ortho to the T-aryl cation center, cyclization to form five-or six- membered rings does not occur and this is attributed to an interaction between oxygen ...