Gold-Catalyzed Carbazolation Reactions of Alkynes

Org Lett. 2020 Jun 19;22(12):4873-4877. doi: 10.1021/acs.orglett.0c01719. Epub 2020 Jun 10.

Abstract

Herein, we report on a Au(I)-catalyzed reaction of alkynes with carbazoles that enables a one-step synthesis of vinyl carbazoles that are important molecules for applications as photoluminescent materials. This reaction proceeds under mild conditions at room temperature, without the need of external bases, and can be employed to a variety of aromatic and aliphatic alkynes in monohydroamination and poly-hydroamination reactions. We conclude with photophysical studies of the vinyl carbazole products, which feature distinct fluorescence properties.