Benzene C–H Etherification via Photocatalytic Hydrogen-Evolution Cross-Coupling Reaction

Yi‐Wen Zheng, Pan Ye, Bin Chen, Qingyuan Meng, Ke Feng, Wenguang Wang, Li‐Zhu Wu, Chen‐Ho Tung

Organic Letters · 2017 · 63 citations · 43 references

Concepts

Abstract

Aryl ethers can be constructed from the direct coupling between the benzene C-H bond and the alcohol O-H bond with the evolution of hydrogen via the synergistic merger of photocatalysis and cobalt catalysis. Utilizing the dual catalyst system consisting of 3-cyano-1-methylquinolinum photocatalyst and cobaloxime, intermolecular etherification of arenes with various alcohols and intramolecular alkoxylation of 3-phenylpropanols with formation of chromanes are accomplished. These reactions proceed at remarkably mild conditions, and the sole byproduct is equivalent hydrogen gas.

References

43