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Issue 11, 2015
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Practical and economic lithiations of functionalized arenes and heteroarenes using Cy2NLi in the presence of Mg, Zn or La halides in a continuous flow

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Abstract

The economic amide base lithium dicyclohexylamide (Cy2NLi) allows fast and convenient (40 s, 0 °C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl2·2LiCl, MgCl2, LaCl3·2LiCl). The resulting Zn-, Mg- or La-organometallic intermediates are trapped with various electrophiles in high yields. These flow metalations are easily scaled-up without further optimization.

Graphical abstract: Practical and economic lithiations of functionalized arenes and heteroarenes using Cy2NLi in the presence of Mg, Zn or La halides in a continuous flow

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Publication details

The article was received on 15 Jul 2015, accepted on 10 Aug 2015 and first published on 10 Aug 2015


Article type: Edge Article
DOI: 10.1039/C5SC02558C
Citation: Chem. Sci., 2015,6, 6649-6653
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    Practical and economic lithiations of functionalized arenes and heteroarenes using Cy2NLi in the presence of Mg, Zn or La halides in a continuous flow

    M. R. Becker, M. A. Ganiek and P. Knochel, Chem. Sci., 2015, 6, 6649
    DOI: 10.1039/C5SC02558C

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