Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3-<i>b</i>]pyrazine from 2-Bromophenol and Isonitriles

Maorui Wang, Li Deng, Guochen Liu, Ling Wen, Jinge Wang, Ke-Bin Huang, Haitao Tang, Ying‐Ming Pan

Organic Letters · 2019 · 160 citations · 32 references

Concepts

Abstract

An efficient strategy for the synthesis of benzofuro[2,3-b]pyrazines was developed. These tricyclic scaffolds were formed through a multistep cascade sequence, which includes double insertion of isonitriles and chemoselective bicyclization. In this reaction, a nanopalladium was used as a recyclable catalyst. Product 3w exhibited excellent anticancer activity toward T-24 (IC50 = 12.5 ± 0.9 μM) and HeLa (IC50 = 14.7 ± 1.6 μM) cells. We also explored the action mechanism of 3w on T-24 cells.

References

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