Gold(I)‐Catalyzed Diazo Coupling: Strategy towards Alkene Formation and Tandem Benzannulation

Daming Zhang, Guangyang Xu, Dong Ding, Chenghao Zhu, Jian Li, Jiangtao Sun

Angewandte Chemie International Edition · 2014 · 153 citations · 62 references

Concepts

Abstract

A gold(I)-catalyzed cross-coupling of diazo compounds to afford tetrasubstituted alkenes has been developed by taking advantage of a trivial electronic difference between two diazo substrates. A N-heterocyclic-carbene-derived gold complex is the most effective catalyst for this transformation. Based on this new strategy, a gold(I)-initiated benzannulation has been achieved through a tandem reaction involving a diazo cross-coupling, 6π electrocyclization, and oxidative aromatization.

References

62