A Dramatic Effect of Lewis-Acid Catalysts on Nickel-Catalyzed Carbocyanation of Alkynes

Yoshiaki Nakao,* Akira Yada, Shiro Ebata and Tamejiro Hiyama*

*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan, Email: nakaonpc05.kuic.kyoto-u.ac.jp, thiyamanpc05.kuic.kyoto-u.ac.jp

Y. Nakao, A. Yada, S. Ebata, T. Hiyama, J. Am. Chem. Soc., 2007, 129, 2428-2429.

DOI: 10.1021/ja067364x (free Supporting Information)

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Abstract

Lewis-acid catalysts such as AlMe₃, AlMe₂Cl, and BPh₃ significantly improve the efficiency of the nickel-catalyzed aryl- and alkenylcyanation of alkynes. Electron-rich cyanides, which exhibit poor reactivity in the absence of Lewis acids, readily undergo the arylcyanation reaction under the newly disclosed conditions.

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Key Words

Cyanations, Styrenes, Dienes

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ID: J48-Y2007-0690