p-Toluenesulfonyl radical can be generated from sodium p- toluenesulfinate in aqueous acetic acid or formic acid. Sulfonyl radical mediating reaction of 5-aryl substituted 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 (Ar2-6 vs Ar1-5) of the 5-phenyl-1-butyl radical is strongly dependent on the geometry of the tether of the radical intermediate.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry