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One-Pot Sequential Synthesis of Ethers from an Aliphatic Carboxylic Acid and an Alcohol by Indium-Catalyzed Deoxygenation of an Ester

  1. Norio Sakai,
  2. Yuta Usui,
  3. Toshimitsu Moriya,
  4. Reiko Ikeda,
  5. Takeo Konakahara

Article first published online: 21 JUN 2012

DOI: 10.1002/ejoc.201200552

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2012, Issue 24, pages 4603–4608, August 2012

Additional Information

How to Cite

Sakai, N., Usui, Y., Moriya, T., Ikeda, R. and Konakahara, T. (2012), One-Pot Sequential Synthesis of Ethers from an Aliphatic Carboxylic Acid and an Alcohol by Indium-Catalyzed Deoxygenation of an Ester. Eur. J. Org. Chem., 2012: 4603–4608. doi: 10.1002/ejoc.201200552

Author Information

  1. Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan, Fax: +81-4-7123-9890

Publication History

  1. Issue published online: 13 AUG 2012
  2. Article first published online: 21 JUN 2012
  3. Manuscript Received: 26 APR 2012

Funded by

  • Japan Private School Promotion Foundation supported by the Ministry of Education, Culture, Sports, Science and Technology (MEXT)
  • Center for Colloid and Interface Science (CCIS) program supported by MEXT

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Keywords:

  • Indium;
  • Reduction;
  • Silanes;
  • Ethers;
  • Esters

Abstract

We have developed a widely applicable and direct method of etherification from a carboxylic acid and an alcohol by indium-catalyzed deoxygenation of the transient ester formed in a one-pot reaction. This simple catalytic reducing system appears to be remarkably tolerant of several functional groups including alkenes, halogens, nitro and heterocyclic groups.

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