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Issue 10, 2014
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Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development

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Abstract

Cu-catalysed arylation reactions devoted to the formation of C–C and C–heteroatom bonds (Ullmann-type couplings) have acquired great importance in the last decade. This review discusses the history and development of coupling reactions between aryl halides and various classes of nucleophiles, focusing mostly on the different mechanisms proposed through the years. Selected mechanistic investigations are treated more in depth than others. For example, evidence in favour or against radical mechanisms is discussed. Cu(I) and Cu(III) complexes involved in the Ullmann reaction and N/O selectivity in aminoalcohol arylation are discussed. A separate section has been dedicated to the synthesis of heterocyclic rings through intramolecular couplings. Finally, recent developments in green chemistry for these reactions, such as reactions in aqueous media and heterogeneous catalysis, have also been reviewed.

Graphical abstract: Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development

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Article information


Submitted
02 Aug 2013
First published
03 Mar 2014

Chem. Soc. Rev., 2014,43, 3525-3550
Article type
Review Article
Author version available

Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development

C. Sambiagio, S. P. Marsden, A. J. Blacker and P. C. McGowan, Chem. Soc. Rev., 2014, 43, 3525
DOI: 10.1039/C3CS60289C

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