Issue 2, 2015

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

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

Supplementary files

Article information

Article type
Edge Article
Submitted
07 Oct 2014
Accepted
07 Nov 2014
First published
07 Nov 2014
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2015,6, 1120-1125

Author version available

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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