Mild preparation of alkenes from phenyl sulfides: one-pot elimination of phenylthio group via sulfilimine at ambient temperature.
[Structure: see text] Various alkenes were prepared from phenyl sulfides in a one-pot manner at room temperature by converting them to the corresponding S-aminosulfonium salts with O-mesitylenesulfonylhydroxylamine, followed by treatment with potassium carbonate. Alkenes were formed by cis-elimination of in situ generated phenyl sulfilimines.
Matsuo
Jun-ichi
J
Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan. jimatsuo@p.kanazawa-u.ac.jp
Kozai
Takaaki
T
Ishibashi
Hiroyuki
H
D000475:Alkenes / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry*; D013696:Temperature
D000475:Alkenes; D007097:Imines; D013440:Sulfides