Organic Chemistry Portal



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:,

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

DOI: 10.1021/ja067364x


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.

see article for more examples

see article for more reactions

Key Words

Cyanations, Styrenes, Dienes

ID: J48-Y2007-0690