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A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

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 followin...

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Autores principales: Sambiagio, Carlo, Schönbauer, David, Blieck, Remi, Dao-Huy, Toan, Pototschnig, Gerit, Schaaf, Patricia, Wiesinger, Thomas, Zia, Muhammad Farooq, Wencel-Delord, Joanna, Besset, Tatiana, Maes, Bert U. W., Schnürch, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6113863/
https://www.ncbi.nlm.nih.gov/pubmed/30033454
http://dx.doi.org/10.1039/c8cs00201k
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author Sambiagio, Carlo
Schönbauer, David
Blieck, Remi
Dao-Huy, Toan
Pototschnig, Gerit
Schaaf, Patricia
Wiesinger, Thomas
Zia, Muhammad Farooq
Wencel-Delord, Joanna
Besset, Tatiana
Maes, Bert U. W.
Schnürch, Michael
author_facet Sambiagio, Carlo
Schönbauer, David
Blieck, Remi
Dao-Huy, Toan
Pototschnig, Gerit
Schaaf, Patricia
Wiesinger, Thomas
Zia, Muhammad Farooq
Wencel-Delord, Joanna
Besset, Tatiana
Maes, Bert U. W.
Schnürch, Michael
author_sort Sambiagio, Carlo
collection PubMed
description 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.
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spelling pubmed-61138632018-10-11 A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry Sambiagio, Carlo Schönbauer, David Blieck, Remi Dao-Huy, Toan Pototschnig, Gerit Schaaf, Patricia Wiesinger, Thomas Zia, Muhammad Farooq Wencel-Delord, Joanna Besset, Tatiana Maes, Bert U. W. Schnürch, Michael Chem Soc Rev Chemistry 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. Royal Society of Chemistry 2018-09-07 2018-07-23 /pmc/articles/PMC6113863/ /pubmed/30033454 http://dx.doi.org/10.1039/c8cs00201k Text en This journal is © The Royal Society of Chemistry 2018 https://creativecommons.org/licenses/by/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Sambiagio, Carlo
Schönbauer, David
Blieck, Remi
Dao-Huy, Toan
Pototschnig, Gerit
Schaaf, Patricia
Wiesinger, Thomas
Zia, Muhammad Farooq
Wencel-Delord, Joanna
Besset, Tatiana
Maes, Bert U. W.
Schnürch, Michael
A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title_full A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title_fullStr A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title_full_unstemmed A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title_short A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry
title_sort comprehensive overview of directing groups applied in metal-catalysed c–h functionalisation chemistry
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6113863/
https://www.ncbi.nlm.nih.gov/pubmed/30033454
http://dx.doi.org/10.1039/c8cs00201k
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