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Synthesis of Quinolines through Three-Component Cascade Annulation of Aryl Diazonium Salts, Nitriles, and Alkynes
† State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
‡ Department of Sports Medicine and Adult Reconstructive Surgery, Drum Tower Hospital, School of Medicine, Nanjing University, Nanjing 210008, China
J. Org. Chem., 2017, 82 (1), pp 770–775
DOI: 10.1021/acs.joc.6b02509
Publication Date (Web): December 12, 2016
Copyright © 2016 American Chemical Society
*E-mail: yushouyun@nju.edu.cn (S.Y.)., *E-mail: txdqxdl1979@163.com (S.S.).
Abstract
An efficient and rapid synthesis of multiply substituted quinolines is described. This method is enabled by a three-component cascade annulation of readily available aryl diazonium salts, nitriles, and alkynes. This reaction is catalyst- and additive-free. Various aryl diazonium salts, nitriles, and alkynes can participate in this transformation, and the yields are up to 83%.
Supporting Information
The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.joc.6b02509.
- Characterization of products (copies of 1H, 13C, and 19F NMR spectra) (PDF)
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