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Issue 22, 2020
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C–C and C–X coupling reactions of unactivated alkyl electrophiles using copper catalysis

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Abstract

Transition metal-catalysed cross-coupling reactions are widely used for construction of carbon–carbon and carbon–heteroatom bonds. However, compared to aryl or alkenyl electrophiles, the cross-coupling of unactivated alkyl electrophiles containing β hydrogens remains a challenge. Over the past few years, the use of suitable ligands such as bulky phosphines or N-heterocyclic carbenes (NHCs) has enabled reactions of unactivated alkyl electrophiles not only limited to the traditional cross-coupling with Grignard reagents, but also including a diverse range of organic transformations via either SN2 or radical pathways. This review provides a comprehensive overview of the recent development in copper-catalysed C–C, C–N, C–B, C–Si and C–F bond-forming reactions using unactivated alkyl electrophiles.

Graphical abstract: C–C and C–X coupling reactions of unactivated alkyl electrophiles using copper catalysis

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Article information


Submitted
01 Apr 2020
First published
27 May 2020

Chem. Soc. Rev., 2020,49, 8036-8064
Article type
Review Article
Author version available

C–C and C–X coupling reactions of unactivated alkyl electrophiles using copper catalysis

L. Cheng and N. P. Mankad, Chem. Soc. Rev., 2020, 49, 8036 DOI: 10.1039/D0CS00316F

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