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Aerobic Photooxidative Synthesis of Phenols from Arylboronic Acids Using 2-Propanol as Solvent

Keita Matsui, Takafumi Ishigami, Tomoaki Yamaguchi, Eiji Yamaguchi, Norihiro Tada, Tsuyoshi Miura, Akichika Itoh*

*Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan, Email:

K. Matsui, T. Ishigami, T. Yamaguchi, E. Yamaguchi, N. Tada, T. Miura, A. Itoh, Synlett, 2014, 25, 2613-2616.

DOI: 10.1055/s-0034-1379099


In a useful synthesis of phenols from arylboronic acids, hydrogen peroxide is generated in situ by aerobic photooxidation using visible-light irradiation and easily handled 2-chloroanthraquinone as an organocatalyst. The mild, metal- and base-free conditions enable an environmentally benign approach to the synthesis of phenols from arylboronic acids.

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Key Words

aerobic, boronic acids, phenols, photooxidation, visible light, organocatalysis

ID: J60-Y2014