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Construction of Tetrasubstituted Carbon by an Organocatalyst: Cyanation Reaction of Ketones and Ketimines Catalyzed by a Nucleophilic N-Heterocyclic Carbene

Yoshimasa Fukuda, Kazuhiro Kondo*, Toyohiko Aoyama*

*Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan, Email:,

Y. Fukuda, K. Kondo, T. Aoyama, Synthesis, 2006, 2649-2652.

DOI: 10.1055/s-2006-942483


An N-heterocyclic carbene as a nucleophilic organocatalyst allows the cyanation of ketones and ketimines with TMSCN in good yields under mild reaction conditions.

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Key Words

N-heterocyclic carbene, tetrasubstituted carbon, nucleophilic organocatalyst, organocatalysis, cyanation (ketones, imines), trimethylsilyl cyanide

ID: J66-Y2006-2520