Multi C-H Functionalization Reactions of Carbazole Heterocycles via Gold-Catalyzed Carbene Transfer Reactions

Herein we describe a multiple C-H functionalization reaction of carbazole heterocycles with diazoalkanes. We show that gold catalysts play a distinct role in enabling a multiple C-H functionalization reaction to introduce up to six carbene fragments onto molecules containing multiple carbazole units or to link multiple carbazole units into a single molecule. A one-pot stepwise approach enables the introduction of two different carbene fragments to allow orthogonal deprotection and straightforward derivatization.

Automated summary

The study demonstrates a multiple C-H functionalization reaction of carbazole heterocycles with diazoalkanes using gold catalysts, enabling the introduction of up to six carbene fragments or linking multiple carbazole units into a single molecule. A one-pot stepwise approach allows for the introduction of two different carbene fragments, facilitating orthogonal deprotection and straightforward derivatization.