Synthesis of di/tri-substituted carbazoles involving Pd-mediated Sonogashira coupling of indolyltriflates with aryl acetylenes

In this study, we present our preliminary findings on the synthesis of carbazole derivatives involving the Sonogashira coupling reaction of 2-(trimethylamino)methylindolyltriflates with aryl acetylenes followed by isomerization, thermal electrocyclization and 1,3-H shift, furnishing the respective di- and tri-substituted carbazoles. The Sonogashira coupling reaction of 2-(trimethylamino)methylindolyltriflates with aryl acetylenes followed by isomerization, thermal electrocyclization and 1,3-H shift to furnish the respective di- and tri-substituted carbazoles.