Generation of α-Imino Gold Carbenes through Gold-Catalyzed Intermolecular Reaction of Azides with Ynamides

Chao Shu, Yongheng Wang, Bo Zhou, Xinling Li, Yifan Ping, Xin Lü, Long‐Wu Ye

Journal of the American Chemical Society · 2015 · 262 citations · 49 references

Concepts

Abstract

The generation of α-imino gold carbenes via gold-catalyzed intermolecular reaction of azides and ynamides is disclosed. This new methodology allows for highly regioselective access to valuable 2-aminoindoles and 3-amino-β-carbolines in generally good to excellent yields. A mechanistic rationale for this tandem reaction, especially for the observed high regioselectivity, is supported by DFT calculations.

References

49