Phenylselenoetherification of Some ?5-Alkenols in the Presence of Pyridine, Ag2O, and AgOAc as Additives
作者:Zorica M. Bugarcic、Marijana Gavrilovic
DOI:10.1007/s00706-002-0596-2
日期:2003.10.1
An improved procedure for intramolecular cyclization of some Delta(5)-alkenols using PhSex (X = Cl, Br) was developed. We found that cyclization can be facilitated in the presence of pyridine, Ag2O, and AgOAc as additives. Thus, a catalytic amount of additive influenced higher yields and equimolar amounts achieved almost quantitative yields under extremely mild experimental conditions. The effect of the halide ion of the selenylating reagent was not significant.
BUGARCIC, ZORICA;KONSTANTINOVIC, STANIMIR;MIHAILOVIC, MIHAILO LI., J. SERB. CHEM. SOC., 52,(1987) N 12, 725-728
An Efficient Route to Phenylselenoethers in the Presence of Ag2O
作者:Zorica M. Bugarčić、Vera M. Divac、Mariana P. Gavrilović
DOI:10.1007/s00706-007-0661-y
日期:2007.10
An efficient protocol for the preparation of phenylselenoethers from unsaturated alcohols using phenylselenenyl halides at room temperature was developed. The procedure employs phenylselenenyl chloride and bromide, some Δ 4- and Δ 5-alkenols and Ag2O, as an additive, to generate the tetrahydropyrans or tetrahydrofurans. This method permits the preparation of cyclic phenylselenoethers in high yields