A Stabilized Formulation of IBX (SIBX) for Safe Oxidation Reactions Including a New Oxidative Demethylation of Phenolic Methyl Aryl Ethers

SIBX is a nonexplosive formulation of IBX that can be used as a suspension in a variety of standard organic solvents such as refluxing EtOAc and THF to oxidize safely alcohols into aldehydes and ketones. The use of hot THF is limited to the oxidation of allylic and benzylic alcohols. Most yields are...

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Bibliographic Details
Published in:Organic letters 2003-08, Vol.5 (16), p.2903-2906
Main Authors: Ozanne, Aurélie, Pouységu, Laurent, Depernet, Dominique, François, Bruno, Quideau, Stéphane
Format: Article
Language:English
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Summary:SIBX is a nonexplosive formulation of IBX that can be used as a suspension in a variety of standard organic solvents such as refluxing EtOAc and THF to oxidize safely alcohols into aldehydes and ketones. The use of hot THF is limited to the oxidation of allylic and benzylic alcohols. Most yields are comparable to those obtained with IBX or DMP. SIBX can also be used to perform oxygenative demethylation of 2-methoxyarenols into orthoquinones and catechols.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0349965