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Issue 5, 2015
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Olefinic C–H functionalization through radical alkenylation

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Abstract

Direct olefinic C–H functionalization represents the ideal way of introducing an alkenyl group into organic molecules. A well-known process is the Heck reaction, which involves alkene insertion and β-hydride elimination in the presence of a transition metal. However, the traditional Heck reaction mainly deals with the alkenylation of aryl or vinyl electrophiles. Recent developments have revealed that alkenylation can also be achieved through radical addition to alkenes and following single-electron-transfer (SET) oxidation/elimination. The radical alkenylation pathway allows alkenylation with a variety of carbon-centered radicals and even heteroatom-centered radicals. This tutorial review gives an overview of recent advances in this emerging field.

Graphical abstract: Olefinic C–H functionalization through radical alkenylation

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Article information


Submitted
19 Oct 2014
First published
02 Jan 2015

Chem. Soc. Rev., 2015,44, 1070-1082
Article type
Tutorial Review
Author version available

Olefinic C–H functionalization through radical alkenylation

S. Tang, K. Liu, C. Liu and A. Lei, Chem. Soc. Rev., 2015, 44, 1070
DOI: 10.1039/C4CS00347K

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