Hydrocarbamoylation of Unsaturated Bonds by Nickel/Lewis-Acid Catalysis
Yoshiaki Nakao*, Hiroaki Idei, Kyalo Stephen Kanyiva and Tamejiro Hiyama*
*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan, Email: yoshiakinakaonpc05.mbox.media.kyoto-u.ac.jp, thiyamakc.chuo-u.ac.jp
Y. Nakao, H. Idei, K. S. Kanyiva, T. Hiyama, J. Am. Chem. Soc., 2009, 131, 5070-5071.
DOI: 10.1021/ja901153s (free Supporting Information)
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Formamides undergo addition reactions across alkynes and 1,3-dienes by nickel/Lewis acid catalysis to give stereo- and regioselectively various α,β- and β,γ-unsaturated amides. The presence of Lewis acid cocatalysts is crucial, and formamide coordination to the Lewis acid is considered to be responsible for the activation of their formyl C-H bonds probably through oxidative addition to nickel(0).
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