Sheow-Fong Wang, Che-Ping Chuang, Jia Han Lee
Feb 19, 1999
Citations
0
Influential Citations
30
Citations
Journal
Tetrahedron
Abstract
Abstract p -Toluenesulfonyl radical can be generated from sodium p -toluenesulfinate in aqueous acetic acid or formic acid. Sulfonyl radical mediating reaction of 5-aryl sbustituted alkenes with sodium p -toluenesulfinate/copper(II) acetate gave p -toluenesulfonylmethyl substituted naphthalene and isoquinoline derivatives. This reaction proceeded much faster in aqueous formic acid than in aqueous acetic acid. The cyclization mode (Ar 2 -6 vs Ar 1 -5) of the 5-phenyl-1-butly radical is strongly dependent on the geometry of the tether of the radical intermediate.