Pd- and Cu-catalyzed selective arylation of benzotriazole by diaryliodonium salts in water

Abstract

Palladium(0)-catalyzed arylation of 1 H-1,2,3-benzotriazole (BTA) in water at 100°C with diaryliodonium salts proceeds in the presence of copper salt regioselectively at N-1 position. Best result has been obtained with the Pd(OAc) 2(tppts) 2 as catalyst and the Cu(II) phenylcyclopropylcarboxylate as co-catalyst. Both aryl groups from diaryliodonium salt participate in the reaction.