An Articulate Oxidative Transition-Metal-Free Homocoupling of Imidazo Heterocycles through C(sp2)–C(sp2) Bond Formation

Abstract

A transition‐metal‐free oxidative approach for homocoupling of 2‐arylimidazo heterocycles by using a phenyliodine diacetate‐mediated protocol at ambient conditions has been demonstrated. The homocoupled products were also obtained in an organocatalytic fashion by using iodobenzene. image

Abstract

Direct oxidative homocoupling of 2‐arylimidazo heterocycles was achieved by using a phenyliodine diacetate‐mediated BF3·OEt2‐accelerated protocol at room temperature. A series of biimidazo heterocycles were synthesized under ambient conditions without prior activation of the C(sp2)–H bond. The desired biimidazo heterocycles were also obtained by using catalytic amounts of iodobenzene and m‐CPBA/AcOH in an organocatalytic fashion.