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Article Dans Une Revue Organometallics Année : 2021

Functionalization of N,N-Dialkylferrocenesulfonamides toward Substituted Derivatives

Résumé

Despite the well-established pharmacological properties of aromatic sulfonamides and the interest of introducing ferrocene into drugs, ferrocene sulfonamides have scarcely been studied. General synthetic methods using lithium bases to perform sulfonamide-directed deprotolithiation or the "halogen dance" reaction are here reported for the functionalization of N,N-dialkylferrocenesulfonamides toward various polysubstituted derivatives. Postfunctionalization of the ferrocenyl iodides by cross-coupling and lithium/iodine exchange reactions were also considered. Finally, the ligand behavior of new ferrocene phosphines in palladium-catalyzed coupling reactions was studied, and the reaction outcomes are viewed in light of DFT calculations.
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Dates et versions

hal-03245155 , version 1 (23-06-2021)

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Citer

Min Wen, William Erb, Florence Mongin, Yury S. Halauko, Oleg A. Ivashkevich, et al.. Functionalization of N,N-Dialkylferrocenesulfonamides toward Substituted Derivatives. Organometallics, 2021, 40 (8), pp.1129-1147. ⟨10.1021/acs.organomet.1c00091⟩. ⟨hal-03245155⟩
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