Construction of Nine‐Membered Heterocycles through Palladium‐Catalyzed Formal [5+4] Cycloaddition

Li‐Cheng Yang, Zi‐Qiang Rong, Ya‐Nong Wang, Zher Yin Tan, Min Wang, Yu Zhao

Angewandte Chemie International Edition · 2017 · 292 citations · 78 references

Concepts

Abstract

The first catalytic formal [5+4] cycloaddition to prepare nine-membered heterocycles is presented. Under palladium catalysis, the reaction of N-tosyl azadienes and substituted vinylethylene carbonates (VECs) proceeds smoothly to produce benzofuran-fused heterocycles in uniformly high efficiency. Highly diastereoselective functionalization of the nine-membered heterocycles through peripheral attack is also demonstrated.

References

78