Halosulfenylation of Conjugated Dienes with Arylsulfenamides in the Presence of Phosphorus Oxyhalides.

Autor: Beloglazkina, E. K., Belova, M. A., Antipin, R. L., Zyk, N. V., Buryak, A. K.
Předmět:
Zdroj: Russian Journal of Organic Chemistry; Apr2003, Vol. 39 Issue 4, p513-526, 14p
Abstrakt: 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index