Nickel-Catalyzed Oxidative C−H/N−H Isocyanide Insertion: An Efficient Synthesis of Iminoisoindolinone Derivatives

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• 作者：Dr. Wenyan Hao ; Jun Tian ; Dr. Wu Li ; Renyi Shi ; Zhiliang Huang and Prof. Aiwen Lei
• 刊名：Chemistry – An Asian Journal
• 出版年：2016
• 出版时间：June 6, 2016
• 年：2016
• 卷：11
• 期：11
• 页码：1664-1667
• 全文大小：625K
• ISSN：1861-471X

文摘

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.