New Access to 2,3-Disubstituted Quinolines through Cyclization of o-Alkynylisocyanobenzenes
Michinori Suginome, Takeshi Fukuda and Yoshihiko Ito*
*Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 606-8501, Japan
M. Suginome, T. Fukuda, Y. Ito, Org. Lett., 1999, 1, 1977-1979.
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A nucleophile-induced intramolecular cyclization of o-alkynylisocyanobenzenes provides 2,3-disubstituted quinoline derivatives in high yields. In addition to oxygen and nitrogen nucleophiles such as methanol and diethylamine, the nucleophilic carbon of the enolate of malonate induced the cyclization effectively.
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