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

ABSTRACT: 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.

SUBMITTER: Li Y

PROVIDER: S-EPMC8361786 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams <i>via</i> palladium-catalyzed carbonylation.

Li Yang Y Zhang Cai-Lin CL Huang Wei-Heng WH Sun Ning N Hao Meng M Neumann Helfried H Beller Matthias M

Chemical science 20210712 31

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. ...[more]

PMID: 34447539

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