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

Yang Li, Cai‐Lin Zhang, Weiheng Huang, Ning Sun, Meng Hao, Helfried Neumann, Matthias Beller

2021Chemical Science29 citationsDOIOpen Access PDF

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.

Topics & Concepts

CarbonylationPalladiumTrifluoromethylCatalysisChemistryCombinatorial chemistryOrganic chemistryCarbon monoxideAlkylFluorine in Organic ChemistryCyclopropane Reaction MechanismsSynthesis and Reactions of Organic Compounds
A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams <i>via</i> palladium-catalyzed carbonylation | Litcius