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Access to C4-Functionalized Quinolines via Copper-Catalyzed Tandem Annulation of Alkynyl Imines with Diazo Compounds. | LitMetric
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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 Xiuling Cui

J Org Chem

Key Laboratory of Xiamen Marine and Gene Drugs, Institutes of Molecular Medicine and School of Biomedical Sciences, Huaqiao University and Engineering Research Center of Molecular Medicine, Ministry of Education , Xiamen 361021, China.

Published: September 2016

An efficient synthesis of C4-functionalized quinolines through copper-catalyzed tandem annulation of alkynyl imines with diazo compounds is described. This transformation involves an in situ formation of allene and intramolecular electrocyclization, which features high efficiency, mild reaction conditions, easy operation, and broad functional-group tolerance. A wide variety of C4-functionalized quinolines were provided in up to 92% yield for 33 examples.

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http://dx.doi.org/10.1021/acs.joc.6b01227DOI Listing

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