In the presence of catalytic amount of cesium hydroxide, the nucleophilic addition reaction of selenols to alkyne sulfurnides occurred in tetrahydrofuran at room temperature under nitrogen atmosphere to give highly regio-and stereo-selective (Z)-1-arylthio-2-arylseleno alkenes in 70%~93% yields. The mechanism involved the formation of cesium arylselenides and the nucleophilic addition to the alkynyl sulfides in the presence of cesium hydroxide. The corresponding alkenes were obtained upon hydrolysis.
In the presence of catalytic amounts of cesium chloride, using DMF as solvent, sodium (potassium) carboxylates reacted with α-chloroacetates at room temperature or reacted with alkyl bromides (chlorides) at 60 ℃ to give the corresponding (α-alkoxyformacyl)methyl carboxylic esters and carboxylic esters in >90% yields. The catalytic mechanism was discussed.
In this paper, a novel air-stable triphenylbismuth bisperfluorooctanesulfonate was synthesized by treatment of moisture-sensitive triphenylbismuth dichloride with silver bisperfluorooctanesulfonate in anhydrous CH 2 Cl 2 at room temperature. Its catalytic assessment results show that the reactions of arylamine and epoxide proceed efficiently in the presence of triphenylbismuth bisperfluorooctanesulfonates 1 (5.0 mol%) under solvent-free condition, affording β-amino alcohols in good to excellent yields. The yields of desired products do not reduce obviously after recycling for 4 times of catalyst 1. Hence, a convenient and efficient method for preparation of β-amino alcohols is provided.
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