Mild-Base-Promoted Arylation of (Hetero)Arenes with Anilines

Abstract

Transition metal-free radical arylation of heteroarenes is achieved at room temperature by simply adding aqueous sodium carbonate to a solution of the corresponding heteroarene and arenediazonium salt, which can even be formed in situ. Such an easy, inexpensive and mild methodology has been optimized and applied to the expeditious modification of interesting molecular cores like naphthylimide or bisthienylcyclopentenes.

Keywords: C−C coupling; diazo compounds; dyes/pigments; heterocycles; radical reactions.