301832-48-4Relevant academic research and scientific papers
A new method for the activation of ethyl benzenesulfenate in electrophilic addition reactions
Zyk,Gavrilova, A. Yu.,Mukhina,Bondarenko,Zefirov
experimental part, p. 2572 - 2578 (2010/05/02)
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
Halosulfenylation of Conjugated Dienes with Arylsulfenamides in the Presence of Phosphorus Oxyhalides
Beloglazkina,Belova,Antipin,Zyk,Buryak
, p. 513 - 526 (2007/10/03)
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.
Radical cyclization in heterocycle synthesis. Part 10: A concise synthesis of (-)-kainic acid via sulfanyl radical addition-cyclization-elimination reaction
Miyata, Okiko,Ozawa, Yoshiki,Ninomiya, Ichiya,Naito, Takeaki
, p. 6199 - 6207 (2007/10/03)
Sulfanyl radical addition-cyclization-elimination of diallylamines in the presence of thiophenol and AIBN gave the 2,3,4-trisubstituted pyrrolidine in high yield. This reaction was extended to a radical cyclization using a catalytic amount of thiophenol. A successful application was demonstrated by the asymmetric synthesis of (-)-kainic acid. (C) 2000 Elsevier Science Ltd.
