Hao Wenyan, Tian Jun, Li Wu, Shi Renyi, Huang Zhiliang, Lei Aiwen
College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, People's Republic of China.
College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan, Hebei, 430072, People's Republic of China.
Chem Asian J. 2016 Jun 6;11(11):1664-7. doi: 10.1002/asia.201600193. Epub 2016 May 3.
Transition metal-catalyzed isocyanide insertion has served as a fundamental and important chemical transformation. Classical isocyanide insertion usually occurs between organohalides and nucleophiles, which normally involves tedious and non-atom-economical prefunctionalization processes. However, oxidative C-H/N-H isocyanide insertion offers an efficient and green alternative. Herein, a nickel-catayzed oxidative C-H/N-H isocyanide insertion of aminoquinoline benzamides has been developed. Different kinds of iminoisoindolinone derivatives could be synthesized in good yields by utilizing Ni(acac)2 as the catalyst. In this transformation, isocyanide serves as an efficient C1 connector, which further inserted into two simple nucleophiles (C-H/N-H), representing an effective way to construct heterocycles.
过渡金属催化的异腈插入反应是一种重要的基础化学转化反应。经典的异腈插入反应通常发生在有机卤化物和亲核试剂之间，这通常涉及繁琐且不具有原子经济性的预官能团化过程。然而，氧化C-H/N-H异腈插入反应提供了一种高效且绿色的替代方法。在此，已开发出一种镍催化的氨基喹啉苯甲酰胺的氧化C-H/N-H异腈插入反应。通过使用Ni(acac)2作为催化剂，可以以良好的产率合成不同种类的亚氨基异吲哚啉酮衍生物。在该转化反应中，异腈作为一种有效的C1连接体，进一步插入到两个简单的亲核试剂（C-H/N-H）中，这是构建杂环的一种有效方法。
