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Synthesis of α-CF(3) Amides via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene
[Image: see text] Amide compounds are important organic compounds, which play an important role in biomedical chemistry, materials science, life science, and other fields. The synthesis of α-CF(3) amides, especially compounds containing 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepin...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9948557/ https://www.ncbi.nlm.nih.gov/pubmed/36844566 http://dx.doi.org/10.1021/acsomega.2c08206 |
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author | Wen, Xiao Rui Zhu, Wen Qing Zhang, Cai Lin Li, Hong Zhang, Jin Yang, Min Ge Kou, Yong Li Liu, Yu Xia Li, Yang |
author_facet | Wen, Xiao Rui Zhu, Wen Qing Zhang, Cai Lin Li, Hong Zhang, Jin Yang, Min Ge Kou, Yong Li Liu, Yu Xia Li, Yang |
author_sort | Wen, Xiao Rui |
collection | PubMed |
description | [Image: see text] Amide compounds are important organic compounds, which play an important role in biomedical chemistry, materials science, life science, and other fields. The synthesis of α-CF(3) amides, especially compounds containing 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepine-2-one, has long been a challenge due to the tensile properties and instability of the rings. Here, we report an example of palladium-catalyzed carbonylation of CF(3)-containing olefin to form α-CF(3) acrylamide. By controlling the ligands, we can get different amide compounds as products. This method has good substrate adaptability and functional group tolerance. |
format | Online Article Text |
id | pubmed-9948557 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-99485572023-02-24 Synthesis of α-CF(3) Amides via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene Wen, Xiao Rui Zhu, Wen Qing Zhang, Cai Lin Li, Hong Zhang, Jin Yang, Min Ge Kou, Yong Li Liu, Yu Xia Li, Yang ACS Omega [Image: see text] Amide compounds are important organic compounds, which play an important role in biomedical chemistry, materials science, life science, and other fields. The synthesis of α-CF(3) amides, especially compounds containing 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepine-2-one, has long been a challenge due to the tensile properties and instability of the rings. Here, we report an example of palladium-catalyzed carbonylation of CF(3)-containing olefin to form α-CF(3) acrylamide. By controlling the ligands, we can get different amide compounds as products. This method has good substrate adaptability and functional group tolerance. American Chemical Society 2023-02-08 /pmc/articles/PMC9948557/ /pubmed/36844566 http://dx.doi.org/10.1021/acsomega.2c08206 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/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 | Wen, Xiao Rui Zhu, Wen Qing Zhang, Cai Lin Li, Hong Zhang, Jin Yang, Min Ge Kou, Yong Li Liu, Yu Xia Li, Yang Synthesis of α-CF(3) Amides via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title | Synthesis of α-CF(3) Amides
via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title_full | Synthesis of α-CF(3) Amides
via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title_fullStr | Synthesis of α-CF(3) Amides
via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title_full_unstemmed | Synthesis of α-CF(3) Amides
via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title_short | Synthesis of α-CF(3) Amides
via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene |
title_sort | synthesis of α-cf(3) amides
via palladium-catalyzed carbonylation of 2-bromo-3,3,3-trifluoropropene |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9948557/ https://www.ncbi.nlm.nih.gov/pubmed/36844566 http://dx.doi.org/10.1021/acsomega.2c08206 |
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