Synthesis of quinolones by nickel-catalyzed cycloaddition via elimination of nitrile.

Kenichiro Nakai, Takuya Kurahashi, Seijiro Matsubara

Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan.

Organic letters 2013 Feb 15

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Substituted quinolones were efficiently synthesized via the nickel-catalyzed cycloaddition of o-cyanophenylbenzamide derivatives with alkynes. The reaction involves elimination of a nitrile group by cleavage of the two independent aryl-cyano and aryl-carbonyl C-C bonds of the amides.

Citation

Kenichiro Nakai, Takuya Kurahashi, Seijiro Matsubara. Synthesis of quinolones by nickel-catalyzed cycloaddition via elimination of nitrile. Organic letters. 2013 Feb 15;15(4):856-9