Fluorination with caesium fluoroxysulphate. Room temperuture flourination of phenyl substituted olefins
作者:Stojan Stavber、Marko Zupan
DOI:10.1016/s0040-4020(01)88055-8
日期:1986.1
Room-temperature fluorination of 1,1-diphenylethene with caesium fluoroxysulphate in methylene chloride resulted in an addition elimination process, thus yielding 1, 1-diphenyl-2-fluoroethene, while in the presence of nucleophile containing species, i.e., hydrogen fluoride, methanol, or acetic acid, either vicinal difluorides, methoxy fluorides or acetoxy fluorides were formed. Reaction with norbornene
在二氯甲烷中用氟代硫酸铯在室温下氟化1,1-二苯基乙烯导致加成消除过程,从而生成1,1-二苯基-2-氟乙烯,同时存在含有亲核试剂的物质,即氟化氢,甲醇或乙酸,形成邻位二氟化物,甲氧基氟化物或乙酰氧基氟化物。在没有亲核试剂的情况下与降冰片烯反应仅产生7-氟降三环烷和7-syn-氟降冰片-2-烯,而与2-苯基丙-1-烯的类似反应得到3-氟和3,3-二氟-2-苯基丙酯-1-烯。在各种亲核试剂供体(例如氟化氢,甲醇或氢)的存在下,用氟代硫酸铯转化1,1-二苯基丙-1-烯,1,1-二苯基-2-氟乙烯和1,1-二苯基-2-溴乙烯。醋酸,