Convenient Synthesis of 3,3,3-Trifluoropropenyl Compounds from Aromatic Aldehydes by Means of the TBAF-Mediated Horner Reaction
作者:Tetsuya Kobayashi、Takuya Eda、Osamu Tamura、Hiroyuki Ishibashi
DOI:10.1021/jo0111311
日期:2002.5.1
A simple synthesis of 3,3,3-trifluoropropenyl compounds by means of the TBAF-mediated Horner reaction is described. The reagent, 2,2,2-trifluoroethyldiphenylphosphine oxide, was readily prepared either by Arbuzov reaction of ethyl diphenylphosphinite with 2,2,2-trifluoroethyl iodide or by treating chlorodiphenylphosphine with trifluoroacetic acid and water. Treatment of the phosphine oxide with aromatic
描述了借助于TBAF介导的霍纳反应的3,3,3-三氟丙烯基化合物的简单合成。通过乙基二苯基次膦酸酯与2,2,2-三氟乙基碘的Arbuzov反应或通过用三氟乙酸和水处理氯二苯基膦,可以容易地制备试剂2,2,2-三氟乙基二苯基膦氧化物。在室温下在TBAF存在下用芳族醛处理膦氧化物,以良好的收率得到相应的3,3,3-三氟丙烯基化合物。就试剂的可获得性,操作简便性和产物的高产率而言,本方法对于由芳族醛制备3,3,3-三氟丙烯基化合物非常方便。