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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, Email: abaeeccerci.ac.ir

M. M. Mojtahedi, E. Akbarzadeh, R. Sharifi, M. S. Abaee, Org. Lett., 2007, 9, 2791-2793.

DOI: 10.1021/ol070894t (free Supporting Information)


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Abstract

A convenient disproportionation or reduction of aldehydes is promoted by lithium bromide and triethylamine in a solvent-free environment at room temperature. Products of Cannizzaro or Tishchenko reactions can be isolated using different workup methods. In the presence of a hydrogen donor alcohol, a Meerwein-Ponndorf-Verley reaction takes place.

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Key Words

Cannizzaro Reaction, Tishchenko Reaction, MPV Reduction, 2-Propanol, Green Chemistry


ID: J54-Y2007-2340