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 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.
Original language | English |
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Pages (from-to) | 2273-2288 |
Number of pages | 16 |
Journal | Tetrahedron |
Volume | 55 |
Issue number | 8 |
DOIs | |
Publication status | Published - 1999 Feb 19 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry