NIS-assisted aza-Friedel-Crafts reaction with α-carbamoysulfides as precursors of N-carbamoylimines.

Nicolas George (1) , Mathieu Bekkaye (1) , Aurélien Alix (1) , Jieping Zhu , Géraldine Masson (1)

1 ICSN - Institut de Chimie des Substances Naturelles

A general and practical N-iodosuccinimide (NIS)-promoted aza-Friedel-Crafts reaction of various aromatic nucleophiles with N-acylimines generated in situ from α-amidosulfides to give a rapid access to highly functionalized amines is described. The newly developed methodology is very mild, fast, efficient, and complementary.

Domaines: Chimie organique

Nicolas George, Mathieu Bekkaye, Aurélien Alix, Jieping Zhu, Géraldine Masson. NIS-assisted aza-Friedel-Crafts reaction with α-carbamoysulfides as precursors of N-carbamoylimines.. Chemistry - A European Journal, 2014, 20 (13), pp.3621-5. ⟨10.1002/chem.201400117⟩. ⟨hal-00986318⟩