Synlett 2014; 25(18): 2613-2616
DOI: 10.1055/s-0034-1379099
letter
© Georg Thieme Verlag Stuttgart · New York

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

Keita Matsui
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
,
Takafumi Ishigami
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
,
Tomoaki Yamaguchi
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
,
Eiji Yamaguchi
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
,
Norihiro Tada
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
,
Tsuyoshi Miura
b   Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
,
Akichika Itoh*
a   Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan   Fax: +81(58)2308108   eMail: itoha@gifu-pu.ac.jp
› Institutsangaben
Weitere Informationen

Publikationsverlauf

Received: 24. Juni 2014

Accepted after revision: 18. August 2014

Publikationsdatum:
11. September 2014 (online)


Preview

Abstract

We report a useful method for the synthesis of phenols from arylboronic acids with hydrogen peroxide generated in situ by aerobic photooxidation. This reaction uses visible-light irradiation and easily handled 2-chloroanthraquinone as an organocatalyst under mild conditions, that is, an air atmosphere and ambient pressure and temperature. Because of this method’s metal- and base-free conditions, it represents an environmentally benign approach to the synthesis of phenols from arylboronic acids.