Abstract
The present review is devoted to summarizing the recent advances (2015-2017) in the field of metal-catalysed group-directed C-H functionalisation. In order to clearly showcase the molecular diversity that can now be accessed by means of directed C-H functionalisation, the whole is organized following the directing groups installed on a substrate. Its aim is to be a comprehensive reference work, where a specific directing group can be easily found, together with the transformations which have been carried out with it. Hence, the primary format of this review is schemes accompanied with a concise explanatory text, in which the directing groups are ordered in sections according to their chemical structure. The schemes feature typical substrates used, the products obtained as well as the required reaction conditions. Importantly, each example is commented on with respect to the most important positive features and drawbacks, on aspects such as selectivity, substrate scope, reaction conditions, directing group removal, and greenness. The targeted readership are both experts in the field of C-H functionalisation chemistry (to provide a comprehensive overview of the progress made in the last years) and, even more so, all organic chemists who want to introduce the C-H functionalisation way of thinking for a design of straightforward, efficient and step-economic synthetic routes towards molecules of interest to them. Accordingly, this review should be of particular interest also for scientists from industrial R&D sector. Hence, the overall goal of this review is to promote the application of C-H functionalisation reactions outside the research groups dedicated to method development and establishing it as a valuable reaction archetype in contemporary R&D, comparable to the role cross-coupling reactions play to date.
| Original language | English |
|---|---|
| Pages (from-to) | 6603-6743 |
| Number of pages | 141 |
| Journal | Chemical Society Reviews |
| Volume | 47 |
| Issue number | 17 |
| DOIs | |
| Publication status | Published - 7 Sept 2018 |
Funding
Bert Maes obtained his PhD from UAntwerpen and subsequently received a prestigious post doc position of the National Science Foundation in Belgium (FWO- Flanders). He performed post- doctoral work in France at the École Normale Supérieure in Paris with Prof. Anny Jutand, studying fundamental mechanisms in catalysis. In 2003 he was appointed assistant professor (docent) in the Department of Chemistry at UAntwerpen. He currently is a full professor of Organic Chemistry and spokesman of the Organic Synthesis division (ORSY). His research interests include heterocyclic chemistry, organometallic chemistry, homogeneous catalysis and sustainable chemistry. This work was supported by an Excellence of Science (EOS) project of the Research Foundation Flanders (FWO) under Grant no. G0H0918N and by INSA Rouen, Rouen University, CNRS, EFRD, Labex SynOrg (ANR-11-LABX-0029) and Région Normandie (Crunch Network). CS is grateful to the University of Antwerp for funding (BOF fellowship). TB and RB thank the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation programme (grant agreement no. 758710). All authors would like to acknowledge the contribution of the COST action CA15106 (CHAOS – C–H Activation in Organic Synthesis). The authors acknowledge the TU Wien University Library for financial support through its Open Access Funding Program.