Zinc Trifluoromethanesulfonate-Catalyzed -Selective Amination of Free Anilines and Free Phenols with Quinoneimides.

An efficient zinc-catalyzed amination of free anilines and free phenols with quinoneimides has been disclosed, which proceeds smoothly under simple and mild conditions. The -selective amination is accomplished on the anilines and phenols via a 1,6-addition pathway, leading to C-N bond formation. The developed protocol offers a promising approach not only for the construction of structurally diverse -phenylenediamine compounds with excellent yields but also for the synthesis of the -amination of free phenol derivatives with good to excellent yields.

Copper-Catalyzed Regiospecific Amination of Heteroarenes with Quinoneimides.

In this work, an unprecedented and widely applicable strategy for the regioselective C-3 amination of indoles and C-2 amination of heteroarenes (pyrrole and benzofuran) is presented in a simple, high-efficiency way. This protocol is also one of the few methods for the efficient construction of C-N bonds of quinoneimides by the 1,6-addition reaction.