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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.

SUBMITTER: Tran DN

PROVIDER: S-EPMC5811102 | biostudies-other | 2015 Feb

REPOSITORIES: biostudies-other

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

Tran Duc N DN Battilocchio Claudio C Lou Shing-Bong SB Hawkins Joel M JM Ley Steven V SV

Chemical science 20141107 2

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 usi ...[more]

PMID: 29560199

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