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Issue 2, 2015
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Flow chemistry as a discovery tool to access sp2–sp3 cross-coupling reactions via diazo compounds

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Abstract

The work takes advantage of an important feature of flow chemistry, whereby the generation of a transient species (or reactive intermediate) can be followed by a transfer step into another chemical environment, before the intermediate is reacted with a coupling partner. This concept is successfully applied to achieve a room temperature sp2–sp3 cross coupling of boronic acids with diazo compounds, these latter species being generated from hydrazones under flow conditions using MnO2 as the oxidant.

Graphical abstract: Flow chemistry as a discovery tool to access sp2–sp3 cross-coupling reactions via diazo compounds

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The article was received on 07 Oct 2014, accepted on 07 Nov 2014 and first published on 07 Nov 2014


Article type: Edge Article
DOI: 10.1039/C4SC03072A
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Chem. Sci., 2015,6, 1120-1125
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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    Flow chemistry as a discovery tool to access sp2–sp3 cross-coupling reactions via diazo compounds

    D. N. Tran, C. Battilocchio, S. Lou, J. M. Hawkins and S. V. Ley, Chem. Sci., 2015, 6, 1120
    DOI: 10.1039/C4SC03072A

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