On-Column Solvent-Free Oxidative Cleavage Reactions of Vicinal Diols by Silica Gel and Paraperiodic Acid: Application to In-Situ Sequential Oxidation and Knoevenagel Reactions

✍ Scribed by Saada C. Dakdouki; Didier Villemin; Nathalie Bar

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 533 KB
• Volume: 2012
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201101329

✦ Synopsis

Abstract

An on‐column solvent‐free oxidative cleavage reaction of vicinal diols by paraperiodic acid supported on silica gel at room temperature is described. The resulting pure carbonyl compounds are prepared in good to excellent yields with short reaction times. The cleavage reactions proceed under mild conditions, which avoids further cyclization reactions of the product dialdehydes. This method is also used for sequential oxidation and Knoevenagel reactions to prepare condensation products in good yields by using paraperiodic acid on a mixed bed of alumina and silica gel.