An Efficient Catalytic Method for Regioselective Sulfenylation of Electron-rich Aza-aromatics at RoomTtemperature

Electron-rich aza-aromatic compounds such as indoles and pyrroles represent systems of particular interest and importance in organic chemistry. An useful methodology for regioselective direct introduction of sulfenyl group on electron-rich aza-aromatics through S-alkyl and S-arylthiophthalimides as sulfenylating agents is described. Catalytic amounts of CeCl3.7H2O-NaI system are crucial to the promotion of this regioselective carbon-sulfur bond-forming Friedel-Crafts reaction. The reaction occurred in mild conditions and the products were obtained in good to excellent yields. Due to the large importance of functionalized indoles among natural compounds and pharmaceutical products, the methodology represents an efficient preparation of sulfenyl aza-aromatics, which are useful intermediates for important organic transformations.