Iron‐Catalyzed Cross‐Coupling of Thioesters and Organomanganese Reagents** - Chimie ParisTech Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2022

Iron‐Catalyzed Cross‐Coupling of Thioesters and Organomanganese Reagents**

Valentin Jacob Geiger
Ivana Fleischer

Résumé

We report a Fukuyama-type coupling of thioesters with aliphatic organomanganese reagents utilizing a cheap and easily available iron(III) precatalyst. The reactions exhibit a wide tolerance of solvents and functional groups, allowing for the conversion of thioesters derived from natural products and pharmaceutical compounds. A strong steric impact from each reaction component (carboxylic moiety, thiol substituent and manganese reagent) was displayed, which enabled regioselective transformation of dithioesters. Mechanistic investigations showed that the released thiolate does not act as a mere spectator ligand, but rather positively influences the stability of intermediate alkyl(II)ferrates._

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Chimie
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Dates et versions

hal-03856622 , version 1 (25-11-2022)

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Valentin Jacob Geiger, Guillaume Lefèvre, Ivana Fleischer. Iron‐Catalyzed Cross‐Coupling of Thioesters and Organomanganese Reagents**. Chemistry - A European Journal, 2022, 28 (62), ⟨10.1002/chem.202202212⟩. ⟨hal-03856622⟩
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