Versatile Access to N-Functionalized Iminosydnones by Carbonylimidazolium Activation

Margaux Riomet (1) , Karine Porte (1) , Léa Madegard (1) , Pierre Thuéry (2) , Davide Audisio (3) , Frédéric Taran (1)

1 SCBM - Service de Chimie Bio-Organique et de Marquage
2 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)
3 LMC - Laboratoire de Marquage au Carbone 14

A new methodology for N-exocyclic functionalization of iminosydnones was developed involving the addition of a large variety of nucleophiles on carbonyl-imidazolium activated iminosydnones. This practical and highly versatile method pro-vided access to new classes of iminosydnones and opened a straight-forward synthetic route to prepare iminosydnone-based prodrugs.

Domains: Organic chemistry

Margaux Riomet, Karine Porte, Léa Madegard, Pierre Thuéry, Davide Audisio, et al.. Versatile Access to N-Functionalized Iminosydnones by Carbonylimidazolium Activation. Organic Letters, In press, ⟨10.1021/acs.orglett.0c00600⟩. ⟨cea-02503416⟩