A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation

β-Lactam compounds play a key role in medicinal chemistry, specifically as the most important class of antibiotics. Here, we report a novel one-step approach for the synthesis of α-(trifluoromethyl)-β-lactams and related products from fluorinated olefins, anilines and CO. Utilization of an advanced...

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Detalles Bibliográficos
Autores principales: Li, Yang, Zhang, Cai-Lin, Huang, Wei-Heng, Sun, Ning, Hao, Meng, Neumann, Helfried, Beller, Matthias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8361786/
https://www.ncbi.nlm.nih.gov/pubmed/34447539
http://dx.doi.org/10.1039/d1sc02212a
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author Li, Yang
Zhang, Cai-Lin
Huang, Wei-Heng
Sun, Ning
Hao, Meng
Neumann, Helfried
Beller, Matthias
author_facet Li, Yang
Zhang, Cai-Lin
Huang, Wei-Heng
Sun, Ning
Hao, Meng
Neumann, Helfried
Beller, Matthias
author_sort Li, Yang
collection PubMed
description β-Lactam compounds play a key role in medicinal chemistry, specifically as the most important class of antibiotics. Here, we report a novel one-step approach for the synthesis of α-(trifluoromethyl)-β-lactams and related products from fluorinated olefins, anilines and CO. Utilization of an advanced palladium catalyst system with the Ruphos ligand allows for selective cycloaminocarbonylations to give diverse fluorinated β-lactams in high yields.
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spelling pubmed-83617862021-08-25 A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation Li, Yang Zhang, Cai-Lin Huang, Wei-Heng Sun, Ning Hao, Meng Neumann, Helfried Beller, Matthias Chem Sci Chemistry β-Lactam compounds play a key role in medicinal chemistry, specifically as the most important class of antibiotics. Here, we report a novel one-step approach for the synthesis of α-(trifluoromethyl)-β-lactams and related products from fluorinated olefins, anilines and CO. Utilization of an advanced palladium catalyst system with the Ruphos ligand allows for selective cycloaminocarbonylations to give diverse fluorinated β-lactams in high yields. The Royal Society of Chemistry 2021-07-12 /pmc/articles/PMC8361786/ /pubmed/34447539 http://dx.doi.org/10.1039/d1sc02212a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Li, Yang
Zhang, Cai-Lin
Huang, Wei-Heng
Sun, Ning
Hao, Meng
Neumann, Helfried
Beller, Matthias
A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title_full A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title_fullStr A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title_full_unstemmed A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title_short A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
title_sort general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8361786/
https://www.ncbi.nlm.nih.gov/pubmed/34447539
http://dx.doi.org/10.1039/d1sc02212a
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