Nickel-Catalyzed Etherification of Phenols and Aryl Halides through Visible-Light-Induced Energy Transfer
Da-Liang Zhu1,2, Shan Jiang1, Qi Wu1, Hao Wang1, Hai-Yan Li1, and Hong-Xi Li1,*(李红喜)
1 College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
2Analysis and Testing Centre, Yancheng Teachers University, Yancheng 224051, China
Org. Lett. 2021, 23, 8327--8332
Notwithstanding some progress in nickel-catalyzed etherification of alkanols and arylhalides, the ability of such a Ni-catalyzed transformation employing phenols to diaryl ethers is unsuccessful due to phenolates with much lower reduction potentials, which suppress the oxidation of nickel(II) intermediates into requisite Ni(III) species. We herein report visible-light-initiated, nickel-catalyzed O-arylation of phenols with arylhalides using t-BuNH(i-Pr) as the base and thioxanthen-9-one as the photosensitizer under visible light. This photocoupling exhibits a broad substrate scope.
链接://pubs.acs.org/doi/10.1021/acs.orglett.1c03066