Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Wen, Xiao Rui, Zhu, Wen Qing, Zhang, Cai Lin, Li, Hong, Zhang, Jin, Yang, Min Ge, Kou, Yong Li, Liu, Yu Xia, Li, Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
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
_version_ 1784892805822283776
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
work_keys_str_mv AT wenxiaorui synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT zhuwenqing synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT zhangcailin synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT lihong synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT zhangjin synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT yangminge synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT kouyongli synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT liuyuxia synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene
AT liyang synthesisofacf3amidesviapalladiumcatalyzedcarbonylationof2bromo333trifluoropropene