Copper-Catalyzed C-H Alkynylation/Intramolecular Cyclization Cascade for the First Synthesis of Trifluoromethylated Pyrrolo[1,2-a]quinolines

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• 作者：Zhiliang Xu ; Fei Ni ; Jing Han ; Lili Tao ; Hongmei Deng ; Min Shao ; Jie Chen ; Hui Zhang and Weiguo Cao
• 刊名：European Journal of Organic Chemistry
• 出版年：2016
• 出版时间：June 2016
• 年：2016
• 卷：2016
• 期：17
• 页码：2959-2965
• 全文大小：942K
• ISSN：1099-0690

文摘

A highly efficient and simple route for the first synthesis of CF₃-substututed pyrrolo[1,2-a]quinolines from quinolines, terminal alkynes, and methyl 4,4,4-trifluorobut-2-ynoate is reported. The noteworthy feature of this report is that the method involves a two-step protocol to synthesize tricyclic heterocycles in a one-pot fashion through Cu^I-catalyzed C–H alkynylation for the formation of alkynyl-substituted 1,2-dihydroquinolines, followed by a Cu^II-assisted intramolecular cyclization under air. This strategy tolerates a wide range of substrates with a variety of functional groups under mild conditions, and gives the products in good to excellent yields.