Synthesis of 2,2"-Biscarbazoles by Reductive Biaryl Coupling [1]

Abstract

The first reductive biaryl coupling of carbazoles is presented, along with the synthesis of the appropriately halogenated coupling substrates. A completely regioselective halogenation of carbazoles was achieved applying the DoM (Directed ortho-Metalation) strategy with different combinations of directing groups. In the course of the evaluation of a suitable method for benzylic oxidations of carbazolic alcohols, a new protocol using the hypervalent iodine reagent BTIB was established.

biscarbazole - directed ortho-metalation - reductive biaryl coupling - Ullmann reaction - hypervalent iodine

References

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