Palladium-Catalyzed CC Coupling of Aryl Halides with Isocyanides: An Alternative Method for the Stereoselective Synthesis of (3E)-(Imino)isoindolin-1-ones and (3E)-(Imino)thiaisoindoline 1,1-Dioxides
作者:Bifu Liu、Yibiao Li、Huanfeng Jiang、Meizhou Yin、Huawen Huang
DOI:10.1002/adsc.201200212
日期:2012.8.13
transformation successfully extends its application for the synthesis of phenanthridines and dibenzooxazepines. This new synthetic protocol not only extends the application platform for palladium-catalyzed CC coupling of aryl halides with isocyanides, but also opens atom-economic and step-economic synthetic routes for nitrogen-containing heterocyclic compounds with wide functional group compatibility.
钯催化的一锅环化反应,通过引入邻位结构来构建(3 E)-(亚氨基)异吲哚啉-1-酮和(3 E)-(亚氨基)硫代异吲哚啉1,1-二氧化物报道了芳基卤上的-反应性官能团。在最佳条件下,环化反应可提供具有良好立体选择性的高至优收率(最高93%)的相应产物。值得注意的是,这种转化成功地扩展了其在菲啶和二苯并恶氮ze合成中的应用。这一新的合成方案不仅扩展了芳基卤化物与异氰化物的钯催化CC偶联的应用平台,而且为具有广泛官能团相容性的含氮杂环化合物开辟了原子经济和分步经济的合成途径。