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Iron-Catalyzed C–H Functionalizations under Triazole-Assistance

3d transition metals-catalyzed C–H bond functionalizations represent nowadays an important tool in organic synthesis, appearing as the most promising alternative to cross-coupling reactions. Among 3d transition metals, iron found widespread application due to its availability and benign nature, and...

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Autores principales: Lanzi, Matteo, Cera, Gianpiero
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221773/
https://www.ncbi.nlm.nih.gov/pubmed/32326406
http://dx.doi.org/10.3390/molecules25081806
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author Lanzi, Matteo
Cera, Gianpiero
author_facet Lanzi, Matteo
Cera, Gianpiero
author_sort Lanzi, Matteo
collection PubMed
description 3d transition metals-catalyzed C–H bond functionalizations represent nowadays an important tool in organic synthesis, appearing as the most promising alternative to cross-coupling reactions. Among 3d transition metals, iron found widespread application due to its availability and benign nature, and it was established as an efficient catalyst in organic synthesis. In this context, the use of ortho-orientating directing groups (DGs) turned out to be necessary for promoting selective iron-catalyzed C–H functionalization reactions. Very recently, triazoles DGs were demonstrated to be more than an excellent alternative to the commonly employed 8-aminoquinoline (AQ) DG, as a result of their modular synthesis as well as the mild reaction conditions applied for their removal. In addition, their tunable geometry and electronics allowed for new unprecedented reactivities in iron-catalyzed C–H activation methodologies that will be summarized within this review.
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spelling pubmed-72217732020-05-21 Iron-Catalyzed C–H Functionalizations under Triazole-Assistance Lanzi, Matteo Cera, Gianpiero Molecules Review 3d transition metals-catalyzed C–H bond functionalizations represent nowadays an important tool in organic synthesis, appearing as the most promising alternative to cross-coupling reactions. Among 3d transition metals, iron found widespread application due to its availability and benign nature, and it was established as an efficient catalyst in organic synthesis. In this context, the use of ortho-orientating directing groups (DGs) turned out to be necessary for promoting selective iron-catalyzed C–H functionalization reactions. Very recently, triazoles DGs were demonstrated to be more than an excellent alternative to the commonly employed 8-aminoquinoline (AQ) DG, as a result of their modular synthesis as well as the mild reaction conditions applied for their removal. In addition, their tunable geometry and electronics allowed for new unprecedented reactivities in iron-catalyzed C–H activation methodologies that will be summarized within this review. MDPI 2020-04-15 /pmc/articles/PMC7221773/ /pubmed/32326406 http://dx.doi.org/10.3390/molecules25081806 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Lanzi, Matteo
Cera, Gianpiero
Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title_full Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title_fullStr Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title_full_unstemmed Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title_short Iron-Catalyzed C–H Functionalizations under Triazole-Assistance
title_sort iron-catalyzed c–h functionalizations under triazole-assistance
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221773/
https://www.ncbi.nlm.nih.gov/pubmed/32326406
http://dx.doi.org/10.3390/molecules25081806
work_keys_str_mv AT lanzimatteo ironcatalyzedchfunctionalizationsundertriazoleassistance
AT ceragianpiero ironcatalyzedchfunctionalizationsundertriazoleassistance