Synthesis 2013; 45(2): 183-188
DOI: 10.1055/s-0032-1316824
paper
© Georg Thieme Verlag Stuttgart · New York

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

Authors

  • Yohji Kakinuma

    Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan   Fax: +81(43)2902792   eMail: togo@faculty.chiba-u.jp
  • Katsuhiko Moriyama

    Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan   Fax: +81(43)2902792   eMail: togo@faculty.chiba-u.jp
  • Hideo Togo*

    Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan   Fax: +81(43)2902792   eMail: togo@faculty.chiba-u.jp
Weitere Informationen

Publikationsverlauf

Received: 10. Oktober 2012

Accepted after revision: 13. November 2012

Publikationsdatum:
30. November 2012 (online)


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Abstract

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