Organic Letters
Organic Letters
5 years ago

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

Benzene C–H Etherification via Photocatalytic Hydrogen-Evolution Cross-Coupling Reaction
Qing-Yuan Meng, Yi-Wen Zheng, Ke Feng, Wenguang Wang, Pan Ye, Li-Zhu Wu, Bin Chen, Chen-Ho Tung
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00463

DOI: 10.1021/acs.orglett.7b00463

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