A New and Efficient Epoxide Ring Opening via Poor Nucleophiles: Indole, <i>p</i>-Nitroaniline, Borane and <i>O</i>-Trimethylsilylhydroxylamine in Lithium Perchlorate
作者:Akbar Heydari、Morteza Mehrdad、Aziz Maleki、Nafiseh Ahmadi
DOI:10.1055/s-2004-822406
日期:——
2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 M lithium perchlorate-Et 2 O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambient temperatures.
2,3-二甲基环氧乙烷、2-环氧苯基醚和烯丙基(2-环氧甲基)醚通过与吲哚、硼烷、O-三甲基甲硅烷基羟胺、对硝基苯胺和空间位阻叔丁胺等不良亲核试剂的反应观察到高区域选择性开环。存在 5.0 M 高氯酸锂-Et 2 O 溶液。这些反应快速、方便、产率相当高,并且在环境温度下进行。