Gao Qiang, Zheng Bao-Fu, Li Jin-Heng, Yang Dan
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, PR China.
Org Lett. 2005 May 26;7(11):2185-8. doi: 10.1021/ol050532q.
[reaction: see text]. We have discovered a Ni(II)-catalyzed Conia-ene reaction of 1,3-dicarbonyl compounds with alkynes. In the presence of Ni(acac)2 and Yb(OTf)3, various acetylenic 1,3-dicarbonyl compounds underwent Conia-ene reaction to give mono- and bicyclic olefinic cyclopentanes. A mechanism involving the enol-yne-Ni complex formation is proposed and supported by deuterium-labeling experiments.
[反应:见正文]。我们发现了一种镍(II)催化的1,3 - 二羰基化合物与炔烃的科尼亚 - 烯反应。在Ni(acac)₂和Yb(OTf)₃存在下,各种炔属1,3 - 二羰基化合物发生科尼亚 - 烯反应,生成单环和双环烯属环戊烷。提出了一种涉及烯醇 - 炔 - 镍配合物形成的机理,并得到氘标记实验的支持。