Direct Nickel‐Catalyzed Amination of Phenols via CO Bond Activation using 2,4,6‐Trichloro‐1,3,5‐triazine (TCT) as Reagent

Abstract 2,4,6‐Trichloro‐1,3,5‐triazine (TCT) was used as an efficient and mild reagent for the direct nickel‐catalyzed amination of phenols. This reagent can promote amination of phenols via the activation of the phenolic CO bond. In this simple protocol, the in situ generated aryl CO electrophile (Ar‐O‐TCT) reacts with the desired amine to produce the corresponding arylamine in the presence of a nickel catalyst. This strategy is general for a variety of substrates to give the related arylamines in moderate to good yields. This method was also applied for nickel‐catalyzed amination of phenols for the synthesis of primary aromatic amines using the reaction of Ar‐O‐TCT and ammonium carbonate under mild reaction conditions. With this method, phenolic compounds are converted to their corresponding anilines under mild conditions. magnified image