124089-20-9Relevant articles and documents
REDUCTION OF SULFONIUM AND SELENONIUM SALTS WITH SAMARIUM DIIODIDE
Kataoka, Tadashi,Iwama, Tetsuo,Shimizu, Hiroshi,Hori, Mikio
, p. 169 - 172 (2007/10/02)
Treatment of sulfonium and selenium salts with 2 equiv of a THF solution of samarium diiodide caused the reductive cleavage of the C-S or C-Se bonds in high yields.The bond cleavage took place regioselectively between the positive sulfur or selenium atom and the carbon atom with an electron-withdrawing group or a vinyl group.Some medium-sized cyclic sulfides or selenides were synthesized by this method.
A New Method for Radical Generation: Reductive C-Se or C-S Bond Cleavage of Cyclic Onium Salts
Kataoka, Tadashi,Tsutsumi, Kazuhiro,Kano, Kenji,Mori, Kazuya,Miyake, Miho,et al.
, p. 3017 - 3025 (2007/10/02)
2-Methyl-3,4-dihydro-1H-2-benzoselenopyranium salt (1) was reduced by some metallic reagents or magnesium metal via the single-electron transfer (SET) process to give 2--toluene (2).Magnesium metal was a good SET reducing agent.Some other selenonium or sulphonium salts (7), (14), (22), (27) and (32) were similarly reduced by magnesium.Particularly, sonication accelerated the reductions. ε-Eneselenonium salt (43) was treated with activated magnesium to give a cyclised pyrrolidine derivative (44).
