Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles

[Image: see text] Nitrogen–nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N–H/N–H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-se...

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Autores principales: Vemuri, Pooja Y., Patureau, Frederic W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8155566/
https://www.ncbi.nlm.nih.gov/pubmed/33974802
http://dx.doi.org/10.1021/acs.orglett.1c01034
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author Vemuri, Pooja Y.
Patureau, Frederic W.
author_facet Vemuri, Pooja Y.
Patureau, Frederic W.
author_sort Vemuri, Pooja Y.
collection PubMed
description [Image: see text] Nitrogen–nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N–H/N–H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N–N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed.
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spelling pubmed-81555662021-05-28 Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles Vemuri, Pooja Y. Patureau, Frederic W. Org Lett [Image: see text] Nitrogen–nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N–H/N–H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N–N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed. American Chemical Society 2021-05-11 2021-05-21 /pmc/articles/PMC8155566/ /pubmed/33974802 http://dx.doi.org/10.1021/acs.orglett.1c01034 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Vemuri, Pooja Y.
Patureau, Frederic W.
Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title_full Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title_fullStr Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title_full_unstemmed Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title_short Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
title_sort cross-dehydrogenative n–n coupling of aromatic and aliphatic methoxyamides with benzotriazoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8155566/
https://www.ncbi.nlm.nih.gov/pubmed/33974802
http://dx.doi.org/10.1021/acs.orglett.1c01034
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AT patureaufredericw crossdehydrogenativenncouplingofaromaticandaliphaticmethoxyamideswithbenzotriazoles

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