A new method for the activation of ethyl benzenesulfenate in electrophilic addition reactions
Reactions of unsaturated compounds with the PhSOEt-SOHal2 and PhSOEt-Me3SiHal systems (Hal = Cl or Br) were proposed as a new route to haloalkyl phenyl sulfides. With acyclic and mono- and bicyclic alkenes and dienes as examples, the
Zyk,Gavrilova, A. Yu.,Mukhina,Bondarenko,Zefirov
experimental part
p. 2572 - 2578
(2010/05/02)
Halosulfenylation of Conjugated Dienes with Arylsulfenamides in the Presence of Phosphorus Oxyhalides
Electrophilic sulfenylation of cyclic and open-chain conjugated dienes effected by a system arylsulfenamide-phosphorus oxyhalide was investigated. The initially formed adducts of 1,2-halosulfenylation in the course of the reaction and also at storage and chromatograqphic purification on silica gel undergo quantitative isomerization into a mixture of stereoisomeric products of 1,4-addition. The effect of halogen nature and the character of substituents in the benzene ring of arenesulfenamide on the addition rate of sulfenamides activated by phosphorus oxyhalides to open-chain and cyclic conjugated dienes and isomerization rate of the arising 1,2-adducts was examined.
Beloglazkina,Belova,Antipin,Zyk,Buryak
p. 513 - 526
(2007/10/03)
Selective Functionalisation of 1,3-Dienes via Organosulphur Intermediates
The 1,2-adducts from 1,3-dienes and sulphenyl chlorides are shown to be useful intermediates by their conversions into a variety of functionalised alkenes.
Golding, Bernard T.,Pombo-Villar, Esteban,Samuel, Christopher J.
p. 1444 - 1445
(2007/10/02)
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