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Download fileNew Access to 2,3-Disubstituted Quinolines through Cyclization of o-Alkynylisocyanobenzenes
journal contribution
posted on 1999-11-12, 00:00 authored by Michinori Suginome, Takeshi Fukuda, Yoshihiko Itoo-Alkynylisocyanobenzenes underwent nucleophile-induced intramolecular cyclization to give 2,3-disubstituted quinoline derivatives in high
yields. In addition to the oxygen and nitrogen nucleophiles such as methanol and diethylamine, the nucleophilic carbon of the enolate of
malonate induced the cyclization effectively. Reaction of 1,4-di(trimethylsilylethynyl)-2,3-diisocyanobenzene with methanol afforded 2,9-dimethoxy-1,10-phenanthroline in good yield.