One-Pot Synthesis of Indoles from Aniline and alpha,beta-Ynones through an Iodine-Mediated Transition-Metal-Free Tandem aza-Michael addition/C-H Functionalization
One-Pot Synthesis of Indoles from Aniline and alpha,beta-Ynones through an Iodine-Mediated Transition-Metal-Free Tandem aza-Michael addition/C-H Functionalization
复制标题
通过碘介导的无过渡金属串联氮杂迈克尔加成/C-H官能化一锅合成苯胺和α,β-炔酮
DOI：
10.1002/ajoc.201900152
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发表时间：
2019
影响因子：
2.7
通讯作者：
Gao Ziwei
中科院分区：
文献类型：
--
作者：
Su Jie;Zhang Kan;Zhuang Mengyuan;Ma Fuyu;Zhang Wei-Qiang;Sun Huaming;Zhang Guofang;Jian Yajun;Gao Ziwei
在一锅中实现了一种高效的碘-中介氮杂-迈克尔加成/C-−-H官能化方法合成吲哚。通过苯胺和α，β-酮之间的简单氮杂-迈克尔加成反应，生成了一系列N-芳基氨基酮中间体，然后通过碘介导的C-−H官能化反应，在无过渡金属的条件下，以中等到很高的产率获得了多种吲哚衍生物。对照实验和 原位电喷雾电喷雾质谱分析表明，该反应是通过自由基机理进行的。
An efficient iodine‐mediatedaza‐Michael addition/C−H functionalization procedure for the synthesis of indoles was achieved in one pot. By simpleaza‐Michael addition between anilines and α,β‐ynones, a series ofN‐aryl enaminones intermediate was generated, followed by iodine‐mediated C−H functionalization, a wide variety of indole derivatives were obtained in moderate to excellent yields under transition‐metal‐free conditions. Control experiments and in situ ESI‐MS analysis indicated the reaction occurred via a radical mechanism.