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Transition-Metal-Free O-Arylation of Alcohols and Phenols with S-Arylphenothiaziniums

Tatsuki Yoshida, Yuki Honda, Tatsuya Morofuji* and Naokazu Kano*

*Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan, Email:,

T. Yoshida, Y. Honda, T. Morofuji, N. Kano, J. Org. Chem., 2022, 87, 7565-7573.

DOI: 10.1021/acs.joc.2c00771

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The use of S-arylphenothiaziniums, which can be easily synthesized from boronic acids, enables a transition-metal-free O-arylation of alcohols and phenols to provide a variety of aryl ethers. The selective introduction of the aryl substituent into the hydroxy groups in alcohols and phenols is supported by theoretical calculations.

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Calculated energy barrier ΔG and change in free energy ΔG for the generation of aryl ether.

Key Words


ID: J42-Y2022