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Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes

One of the main tactics to access C-N bonds from inactivated C-H functionalities is direct transition metal-supported aminations. Due to the often harsh reaction conditions, the current goal in the field is the search for more mild and sustainable transformations. Herein, we present the first solven...

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Autores principales: Mruk, Julianna, Pacuła-Miszewska, Agata J., Pazderski, Leszek, Drogosz-Stachowicz, Joanna, Janecka, Anna E., Ścianowski, Jacek
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8036695/
https://www.ncbi.nlm.nih.gov/pubmed/33805410
http://dx.doi.org/10.3390/ma14071676
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author Mruk, Julianna
Pacuła-Miszewska, Agata J.
Pazderski, Leszek
Drogosz-Stachowicz, Joanna
Janecka, Anna E.
Ścianowski, Jacek
author_facet Mruk, Julianna
Pacuła-Miszewska, Agata J.
Pazderski, Leszek
Drogosz-Stachowicz, Joanna
Janecka, Anna E.
Ścianowski, Jacek
author_sort Mruk, Julianna
collection PubMed
description One of the main tactics to access C-N bonds from inactivated C-H functionalities is direct transition metal-supported aminations. Due to the often harsh reaction conditions, the current goal in the field is the search for more mild and sustainable transformations. Herein, we present the first solvent-free thermally induced C-N bond formation driven by Au(III) salts. The general structure of the products was confirmed by (1)H, (13)C, (15)N NMR, TGA-DTA and ATR/FT-IR analysis. Additionally, all derivatives were tested as catalysts in a three-component coupling reaction between phenylacetylene, benzaldehyde and piperidine and as anticancer agents on HL-60 and MCF-7 cell lines.
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spelling pubmed-80366952021-04-12 Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes Mruk, Julianna Pacuła-Miszewska, Agata J. Pazderski, Leszek Drogosz-Stachowicz, Joanna Janecka, Anna E. Ścianowski, Jacek Materials (Basel) Article One of the main tactics to access C-N bonds from inactivated C-H functionalities is direct transition metal-supported aminations. Due to the often harsh reaction conditions, the current goal in the field is the search for more mild and sustainable transformations. Herein, we present the first solvent-free thermally induced C-N bond formation driven by Au(III) salts. The general structure of the products was confirmed by (1)H, (13)C, (15)N NMR, TGA-DTA and ATR/FT-IR analysis. Additionally, all derivatives were tested as catalysts in a three-component coupling reaction between phenylacetylene, benzaldehyde and piperidine and as anticancer agents on HL-60 and MCF-7 cell lines. MDPI 2021-03-29 /pmc/articles/PMC8036695/ /pubmed/33805410 http://dx.doi.org/10.3390/ma14071676 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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/ (https://creativecommons.org/licenses/by/4.0/) ).
spellingShingle Article
Mruk, Julianna
Pacuła-Miszewska, Agata J.
Pazderski, Leszek
Drogosz-Stachowicz, Joanna
Janecka, Anna E.
Ścianowski, Jacek
Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title_full Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title_fullStr Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title_full_unstemmed Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title_short Intramolecular C-N Bond Formation via Thermal Arene C-H Bond Activation Supported by Au(III) Complexes
title_sort intramolecular c-n bond formation via thermal arene c-h bond activation supported by au(iii) complexes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8036695/
https://www.ncbi.nlm.nih.gov/pubmed/33805410
http://dx.doi.org/10.3390/ma14071676
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