Flow chemistry as a discovery tool to access sp2-sp3 cross-coupling reactions via diazo compounds.
Change log
Authors
Tran, Duc N
Battilocchio, Claudio https://orcid.org/0000-0002-4601-8527
Lou, Shing-Bong
Hawkins, Joel M
Ley, Steven V
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.
Description
Keywords
0306 Physical Chemistry (incl. Structural)
Journal Title
Chem Sci
Conference Name
Journal ISSN
2041-6520
2041-6539
2041-6539
Volume Title
6
Publisher
Royal Society of Chemistry (RSC)
Publisher DOI
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
We are grateful to the Swiss National Science Foundation (DNT), Pfizer Worldwide Research and Development (CB and JMH), and the EPSRC (SVL, grant nº EP/K0099494/1) for financial support.