Domino Ring‐Opening/Recyclization Reactions of Doubly Activated Cyclopropanes as a Strategy for the Synthesis of Furoquinoline Derivatives

Zhiguo Zhang, Qian Zhang, Shaoguang Sun, Tao Xiong, Qun Liu

Angewandte Chemie International Edition · 2007 · 111 citations · 52 references

Concepts

Abstract

In one easy step, doubly activated cyclopropanes 1 can be transformed into furoquinoline derivatives 2 through a tandem ring-opening/recyclization reaction mediated by SnCl4⋅5 H2O. A variety of substrates 1 derived from cheap starting materials were converted into the corresponding furoquinolines in good to excellent yields with high chemo- and regioselectivity. R=H, Me, OMe, Cl, or aromatic group is naphthyl.

References

52