Nickel-catalyzed trans-alkynylboration of alkynes via activation of a boron-chlorine bond

被引:116
作者
Yamamoto, A [1 ]
Suginome, M [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Synth Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan
关键词
D O I
10.1021/ja055396z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of (diisopropylamino)chloroboryl ethers of alkynols with alkynylstannanes in the presence of nickel catalysts afforded formal trans-alkynylboration products in good yields. The products were isolated as pinacol boronates after treatment of the crude reaction mixture with acetic anhydride and pinacol in the presence of a base. The trans-alkynylboration products underwent Suzuki-Miyaura coupling reaction with organic halides. A 2-borylalkenylnickel(II) complex, in which the boryl and nickel groups are located in a trans fashion, was isolated in a reaction of the chloroboryl ether with a single equivalent of a nickel(0)-phosphine complex. Copyright © 2005 American Chemical Society.
引用
收藏
页码:15706 / 15707
页数:2
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