Abstract Herein, we report the regio-and chemoselective reactions of indole with carbamoyl electrophiles in presence of AlMe 3. Indole-3-carboxamide was prepared in one-step from a reaction of indole with tertiary carbamoylimidazole in the presence AlMe 3. Under conditions for the formation of an aluminium ate complex, the reaction was diverted to the indole nitrogen. Secondary carbamoyl electrophiles in the presence of AlMe 3 regiospecifically ...