| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221545 | Tetrahedron | 2011 | 9 Pages |
Abstract
Methoxy-arylacetylenic sulfones were examined to react with various carbanion nucleophiles to result in the three types of products; thus, (i) nucleophiles (MeLi·LiBr, Vinyl MgBr, LiCH2CN) showed the α-addition, however, (ii) Li–CC–TMS afforded β-addition (conjugate addition) products. The (iii) displacement reaction through α-addition/isomerization/trans-elimination was enhanced by the presence of ortho-methoxy group at high temperature. The heteroatom nucleophiles (nitrogen, oxygen or sulfur atom) in a protic solvent provided only conjugate addition products as reported.
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