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Facile Preparation of Unsymmetrical Diaryl Ethers from Unsymmetrical Diaryliodonium Tosylates and Phenols with High Regioselectivity

Yohji Kakinuma, Katsuhiko Moriyama, Hideo Togo*

*Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan, Email: togofaculty.chiba-u.jp

Y. Kakinuma, K. Moriyama, H. Togo, Synthesis, 2013, 45, 183-184.

DOI: 10.1055/s-0032-1316824


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Abstract

Unsymmetrical diaryl ethers were efficiently obtained in good yields by the reactions of diaryliodonium tosylates with phenols in the presence of potassium carbonate in acetonitrile. Use of aryl(2,4-dimethoxyphenyl)iodonium tosylates provides the corresponding unsymmetrical diaryl ethers in good yields with high regioselectivities, together with the quantitative formation of 1-iodo-2,4-dimethoxybenzene.

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Key Words

unsymmetrical diaryliodonium tosylates, unsymmetrical diaryl ethers, aryl(4-methoxyphenyl)iodonium tosylates, aryl(2,4-dimethoxyphenyl)iodonium tosylates


ID: J66-Y2013-0200