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Access to C4-Functionalized Quinolines via Copper-Catalyzed Tandem Annulation of Alkynyl Imines with Diazo Compounds

Ruifeng Zhu, Guolin Cheng*, Chunqi Jia, Lulu Xue and Xiuling Cui*

*Huaqiao University and Engineering Research Center of Molecular Medicine, Ministry of Education, Xiamen 361021, China, Email: glchenghqu.edu.cn, cuixlhqu.edu.cn

R. Zhu, G. Cheng, C. Jia, L. Xue, X. Cui, J. Org. Chem., 2016, 81, 7539-7544.

DOI: 10.1021/acs.joc.6b01227 (free Supporting Information)


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Abstract

A copper-catalyzed tandem annulation of alkynyl imines with diazo compounds enables an efficient synthesis of a broad range of C4-functionalized quinolines in good yields via in situ formation of allene and intramolecular electrocyclization. The reaction offers high efficiency, mild reaction conditions, easy operation, and broad functional-group tolerance.

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Key Words

quinolines


ID: J42-Y2016