Copper catalysis in organic synthesis Sherry R. Chemler

Editorial Address: Department of Chemistry, Natural Sciences Complex, SUNY Buffalo, Buffalo, NY 14260, USA Email: Sherry R. Chemler - [email protected]

Keywords: copper catalysis

Open Access Beilstein J. Org. Chem. 2015, 11, 2252–2253. doi:10.3762/bjoc.11.244 Received: 09 November 2015 Accepted: 13 November 2015 Published: 19 November 2015 This article is part of the Thematic Series "Copper catalysis in organic synthesis". Guest Editor: S. R. Chemler © 2015 Chemler; licensee Beilstein-Institut. License and terms: see end of document.

Copper is a very versatile transition metal that has been used as a building material by human civilizations for over 6000 years. Copper is also an essential element, responsible for important biological processes. The title of this Thematic Series published in the Beilstein Journal of Organic Chemistry is “Copper catalysis in organic synthesis”. A web of scienceTM topic search of “copper-catalyzed synthesis” indicated over 500 papers had been published in 2014. In point of fact, there has been a steady increase in publications on this topic since 1988. In the late 1980’s and early 1990’s, the topics centered on copper nitrene reactivity (e.g., aziridination), copper carbene chemistry, conjugate additions and cross-coupling reactions. Some of the most highly cited papers of all time on this topic are reviews on conjugate addition, cross-coupling, and [3 + 2] “Click” reaction applied to bioconjugation. The growth in copper-catalyzed organic reactions may be driven by a couple of factors. First, copper chemistry is incredibly diverse. Depending on its oxidation state, this metal can efficiently catalyze reactions involving both one and two-electron (radical and polar) mechanisms, or both. Copper coordinates easily to heteroatoms and to π-bonds and is well-known to

activate terminal alkynes. The Ullman and Goldberg C–C and C–N cross-coupling reactions were discovered over a century ago and their development has really blossomed over the past twenty years. Second, copper is an earth-abundant metal, making its use more cost effective and more sustainable than precious transition metal catalysts. Over 25 contributions from leaders in the field of copper-catalysis from 7 countries make up this Thematic Series, “Copper catalysis in organic synthesis”. Contributions include authoritative reviews on the latest developments in copper-catalyzed Click applications, C–N cross-coupling, C–H functionalization, trifluoromethylations, asymmetric Ullmann and Goldberg couplings, asymmetric acetylide additions to carbonyl groups, radical alkylations and asymmetric conjugate additions as well as original contributions in the area of copper-catalyzed C–C cross-coupling, conjugate additions, allylic alkylations, alkene difunctionalizations, heterocycle synthesis, amide bond formation and photochemical Click reaction development. I am grateful to the contributors and the reviewers who participated in the production of this Thematic Series. It is clear from


Beilstein J. Org. Chem. 2015, 11, 2252–2253.

the impact copper catalysis has had on organic synthesis that copper should be considered a first line catalyst for many organic reactions. I anticipate further growth in the field in the years to come. Sherry R. Chemler Buffalo, November 2015

License and Terms This is an Open Access article under the terms of the Creative Commons Attribution License (, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: ( The definitive version of this article is the electronic one which can be found at: doi:10.3762/bjoc.11.244


Copper catalysis in organic synthesis.

Copper catalysis in organic synthesis. - PDF Download Free
NAN Sizes 5 Downloads 64 Views

Recommend Documents

Indenylmetal Catalysis in Organic Synthesis.
Synthetic organic chemists have a long-standing appreciation for transition metal cyclopentadienyl complexes, of which many have been used as catalysts for organic transformations. Much less well known are the contributions of the benzo-fused relativ

Cobalt catalysis involving π components in organic synthesis.
Over the last three decades, transition-metal-catalyzed organic transformations have been shown to be extremely important in organic synthesis. However, most of the successful reactions are associated with noble metals, which are generally toxic, exp

Preparative semiconductor photoredox catalysis: An emerging theme in organic synthesis.
Heterogeneous semiconductor photoredox catalysis (SCPC), particularly with TiO2, is evolving to provide radically new synthetic applications. In this review we describe how photoactivated SCPCs can either (i) interact with a precursor that donates an

The utilization of copper flow reactors in organic synthesis.
The use of flow chemistry techniques has flourished over the past decade, with the field expanding to include the use of copper flow reactors in bench-top organic synthesis in recent years. These reactors are available in a variety of forms and posse

Photoredox Catalysis in Organic Chemistry.
In recent years, photoredox catalysis has come to the forefront in organic chemistry as a powerful strategy for the activation of small molecules. In a general sense, these approaches rely on the ability of metal complexes and organic dyes to convert

A Fluxional Copper Acetylide Cluster in CuAAC Catalysis.
A molecularly defined copper acetylide cluster with ancillary N-heterocyclic carbene (NHC) ligands was prepared under acidic reaction conditions. This cluster is the first molecular copper acetylide complex that features high activity in copper-catal