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Copper‐Catalyzed [3+2] Annulation of Pyridinium Ylides with α‐CF <sub>3</sub> Ketones: Synthesis of Functionalized 2‐Fluoroindolizines

Shiming Shu, Leilei Wang, Leiyang Lv, Zhiping Li

2023Asian Journal of Organic Chemistry16 citationsDOI

Abstract

Abstract A copper‐catalyzed [3+2] annulation of the in situ generated pyridinium ylides with α‐CF 3 ketones was realized, in which α‐CF 3 ketones first acted as the synthetic equivalents of unstable fluoroalkynones. With this protocol, a series of functionalized 2‐fluoroindolizines were afforded in moderate to good yields under ambient conditions with air as the oxidant.

Topics & Concepts

AnnulationChemistryPyridiniumCatalysisCopperMedicinal chemistryKetoneOrganic chemistryCombinatorial chemistrySynthesis and Reactivity of HeterocyclesFluorine in Organic ChemistryCyclopropane Reaction Mechanisms
Copper‐Catalyzed [3+2] Annulation of Pyridinium Ylides with α‐CF <sub>3</sub> Ketones: Synthesis of Functionalized 2‐Fluoroindolizines | Litcius