C-H functionalization of 1,4-naphthoquinone by oxidative coupling with anilines in the presence of a catalytic quantity of copper(II) acetate.

@article{Lisboa2011CHFO,
  title={C-H functionalization of 1,4-naphthoquinone by oxidative coupling with anilines in the presence of a catalytic quantity of copper(II) acetate.},
  author={Cinthia da S Lisboa and Vanessa G. Santos and Boniek Gontijo Vaz and Nanci Camara de Lucas and Marcos Nogueira Eberlin and Simon J Garden},
  journal={The Journal of organic chemistry},
  year={2011},
  volume={76 13},
  pages={5264-73}
}
The oxidative addition of anilines (2) with 1,4-naphthoquinone (3) to give N-aryl-2-amino-1,4-naphthoquinones (1) was found to be catalyzed by copper(II) acetate. In the absence of the catalyst, the reactions are slower and give lower yields with the formation of many colateral products. In the presence of 10 mol % hydrated copper(II) acetate, the reactions are generally more efficient in that they are cleaner, higher yielding, and faster.