A stabilized formulation of IBX (SIBX) for safe oxidation reactions including a new oxidative demethylation of phenolic methyl aryl ethers

Aurélie Ozanne; Laurent Pouységu; Dominique Depernet; Bruno François; Stéphane Quideau

doi:10.1021/ol0349965

A stabilized formulation of IBX (SIBX) for safe oxidation reactions including a new oxidative demethylation of phenolic methyl aryl ethers

Org Lett. 2003 Aug 7;5(16):2903-6. doi: 10.1021/ol0349965.

Authors

Aurélie Ozanne¹, Laurent Pouységu, Dominique Depernet, Bruno François, Stéphane Quideau

Affiliation

¹ Institut Européen de Chimie et Biologie, 16 avenue Pey-Berland, F-33607 Pessac, France.

PMID: 12889904
DOI: 10.1021/ol0349965

Abstract

[reaction: see text] 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.