Palladium-Catalyzed Synthesis of Biaryls from Arylzinc Compounds Using N-Chlorosuccinimide or Oxygen as an Oxidant

In the presence of a catalytic amount of Pd2+ or Pd0, oxidative homo-coupling of arylzinc compounds was achieved by the use of N-chlorosuccinimide (NCS) or O2 as an oxidant. Different reaction pathways were involved in the catalytic reactions depending on the oxidants; NCS or O2 probably oxidized I− or Pd0 to I+ or Pd2+, respectively. This reaction disclosed a new and facile synthetic method of biaryls from aryl halides or arenes via arylzinc intermediates.