Gold‐Catalyzed Cyclizations of <i>cis</i>‐Enediynes: Insights into the Nature of Gold–Aryne Interactions

Youliang Wang, Akop Yepremyan, Subir Ghorai, Robert Todd, Donald H. Aue, Liming Zhang

Angewandte Chemie International Edition · 2013 · 100 citations · 46 references

DOIFull text

Open access

Concepts

Abstract

Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE = 1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp(3))-H bonds. Indanes, fused heteroarenes, and phenol derivatives are readily prepared using this method.

References

46