Wang Peng-Fei, Jiang Chun-Huan, Wen Xiaoan, Xu Qing-Long, Sun Hongbin
J Org Chem. 2015 Jan 16;80(2):1155-62. doi: 10.1021/jo5026817.
A concise synthesis of spiroindolenines from 2-substituted (Me, Et) indoles and 2-(pyrrolidin-1-yl)benzaldehydes has been developed via a [1,5]-hydride shift/cyclization sequence. This method features a wide substrate scope and an operationally simple procedure, affording the spiroindolenines in good to excellent yields and moderate diastereoselectivity (3.5/1 dr). When the inseparable mixture of spiroindolenine isomers were washed with isopropyl ether after flash chromatography, the major isomers could be obtained in up to >20/1 dr.
通过[1,5]-氢迁移/环化序列，已开发出一种从2-取代（甲基、乙基）吲哚和2-（吡咯烷-1-基）苯甲醛简洁合成螺吲哚啉的方法。该方法具有底物范围广和操作简单的特点，以良好至优异的产率和中等的非对映选择性（3.5/1的非对映体比例）得到螺吲哚啉。当螺吲哚啉异构体的不可分离混合物在快速柱色谱后用异丙醚洗涤时，主要异构体的非对映体比例可达>20/1。
