Synthesis and reactivity of α and β-chloro-α-phenylselanyl esters
Thermal decomposition of the dichloro-adducts derived from α-phenylselanylesters 1, 2 and 4 has been studied. N-Chloro-succinimide treatment of esters 2 was an efficient preparative method for α-chloro-α-phenylselanylesters 10 and α-chloro-α,β-unsaturated esters 11. Some transformations of esters 10 were achieved, α,β-Dichloro-α-phenylselanylesters 22 were prepared from β-chloro-α-phenylselanylesters 5 or by decomposition of the dichloroselenuranes 21 derived from esters 4. (C) 2000 Elsevier Science Ltd.
Lebarillier, Loic,Outurquin, Francis,Paulmier, Claude
p. 7495 - 7502
(2007/10/03)
Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination
In the presence of aluminum chloride benzeneseleninyl chloride was found to be an exellent vinylic chlorinating reagent of olefins under mild conditions.However, such olefins as styrene, trans-stilbene, and trans-1-phenylpropene afforded dichloro adducts under similar conditions.A plausible reaction mechanism involving positive chlorine intermediate is proposed.