Department of Medicinal Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, 4070 Malott Hall, Lawrence, Kansas 66045, USA.
J Org Chem. 2010 Mar 19;75(6):2028-38. doi: 10.1021/jo100087h.
Polycyclic iminium ethers are ambident electrophilic intermediates that react with a range of nucleophiles in a highly condition-dependent manner to afford densely functionalized lactams. In an effort to expand the scope of reactivity and assist in the generation of new chemotypes from these intermediates, several iminium ethers were subjected to reaction screening using an automated microfluidics reaction platform. Application of this approach led to the discovery of several interesting reaction pathways involving the iminium ether intermediates that will be described.
多环亚胺鎓醚是一种双反应性亲电试剂，可在高度依赖条件的情况下与多种亲核试剂反应，生成高度官能化的内酰胺。为了扩大反应范围并帮助从这些中间体中生成新的化学型，使用自动化微流控反应平台对几种亚胺鎓醚进行了反应筛选。该方法的应用发现了几种涉及亚胺鎓醚中间体的有趣反应途径，这些途径将被描述。
