Isoprene-catalyzed lithiation of imidazole: synthesis of 2-(hydroxyalkyl)- and 2-(aminoalkyl)imidazoles
作者:Rosario Torregrosa、Isidro M. Pastor、Miguel Yus
DOI:10.1016/j.tet.2005.09.024
日期:2005.11
of isoprene (20 mol%) in THF at room temperature. By reacting this organolithium with carbonyl electrophiles 2-(hydroxyalkyl)imidazoles 3 were obtained, in good yields. As a result of the reaction of the mentioned lithium intermediate with imines 4, the corresponding 2-(aminoalkyl)imidazoles 5 were isolated in excellent yields.
通过新方案制备2-锂硫代咪唑,该新方案由在室温下在THF中亚化学计量的异戊二烯(20摩尔%)存在下略有过量的锂金属组成。通过使该有机锂与羰基亲电试剂反应,以良好的产率获得了2-(羟烷基)咪唑3。作为上述锂中间体与亚胺4反应的结果,以优异的产率分离了相应的2-(氨基烷基)咪唑5。