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Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions

A 1 : 1 Pd : ligand complex, [t-BuXPhos(Pd-π-cinnamyl)]OTf, has been identified as a highly robust pre-catalyst for amination reactions leading to diarylamines, where loadings of metal are typically at 1000 ppm Pd, run in water at temperatures between rt and 45 °C. The protocol is exceptionally simp...

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Detalles Bibliográficos
Autores principales: Zhang, Yitao, Takale, Balaram S., Gallou, Fabrice, Reilly, John, Lipshutz, Bruce H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7020654/
https://www.ncbi.nlm.nih.gov/pubmed/32110341
http://dx.doi.org/10.1039/c9sc03710a
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author Zhang, Yitao
Takale, Balaram S.
Gallou, Fabrice
Reilly, John
Lipshutz, Bruce H.
author_facet Zhang, Yitao
Takale, Balaram S.
Gallou, Fabrice
Reilly, John
Lipshutz, Bruce H.
author_sort Zhang, Yitao
collection PubMed
description A 1 : 1 Pd : ligand complex, [t-BuXPhos(Pd-π-cinnamyl)]OTf, has been identified as a highly robust pre-catalyst for amination reactions leading to diarylamines, where loadings of metal are typically at 1000 ppm Pd, run in water at temperatures between rt and 45 °C. The protocol is exceptionally simple, is readily scaled, and compares very favorably vs. traditional amination conditions. It has also been shown to successfully lead to key intermediates associated with several physiologically active compounds.
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spelling pubmed-70206542020-02-27 Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions Zhang, Yitao Takale, Balaram S. Gallou, Fabrice Reilly, John Lipshutz, Bruce H. Chem Sci Chemistry A 1 : 1 Pd : ligand complex, [t-BuXPhos(Pd-π-cinnamyl)]OTf, has been identified as a highly robust pre-catalyst for amination reactions leading to diarylamines, where loadings of metal are typically at 1000 ppm Pd, run in water at temperatures between rt and 45 °C. The protocol is exceptionally simple, is readily scaled, and compares very favorably vs. traditional amination conditions. It has also been shown to successfully lead to key intermediates associated with several physiologically active compounds. Royal Society of Chemistry 2019-09-20 /pmc/articles/PMC7020654/ /pubmed/32110341 http://dx.doi.org/10.1039/c9sc03710a Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Zhang, Yitao
Takale, Balaram S.
Gallou, Fabrice
Reilly, John
Lipshutz, Bruce H.
Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title_full Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title_fullStr Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title_full_unstemmed Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title_short Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
title_sort sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7020654/
https://www.ncbi.nlm.nih.gov/pubmed/32110341
http://dx.doi.org/10.1039/c9sc03710a
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