Lithium Bromide as a Flexible, Mild, and Recyclable Reagent for Solvent-Free Cannizzaro, Tishchenko, and Meerwein−Ponndorf−Verley Reactions

Mohammad M. Mojtahedi, Elahe Akbarzadeh, Roholah Sharifi, and M. Saeed Abaee*
Organic Chemistry Department, Chemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Org. Lett., 2007, 9 (15), pp 2791–2793
DOI: 10.1021/ol070894t
Publication Date (Web): June 20, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

A room temperature convenient disproportionation or reduction of aldehydes prompted by lithium bromide and triethylamine is described in a solvent-free environment. Distribution of the products to selectively direct the process toward Cannizzaro or Tishchenko reactions is controlled by the type of workup selection. The presence of hydrogen donor alcohols in the mixture completely diverts the process toward the Meerwein−Ponndorf−Verley reaction.

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History

  • Published In Issue July 19, 2007
  • Received April 17, 2007

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