Organic Chemistry Portal

Abstracts

Search:

Oxone-Mediated Oxidative Cleavage of β-Keto Esters and 1,3-Diketones to α-Keto Esters and 1,2-Diketones in Aqueous Medium

Anastasios Stergiou, Anna Bariotaki, Dimitris Kalaitzakis and Ioulia Smonou*

*Department of Chemistry, University of Crete, Heraklion 71003, Crete, Greece, Email: smonouchemistry.uoc.gr

A. Stergiou, A. Bariotaki, D. Kalaitzakis, I. Smonou, J. Org. Chem., 2013, 78, 7268-7273.

DOI: 10.1021/jo4009047 (free Supporting Information)


Abstract

A versatile and highly efficient method for the direct synthesis of α-keto esters and 1,2-diketones utilizes an oxidative cleavage of various β-keto esters and 1,3-diketones by an Oxone/aluminum trichloride system. The simple, environmentally benign one-step oxidation reaction proceeded selectively in aqueous media to afford products in high yields and short reaction times.

see article for more examples



Key Words

α-keto carboxylic esters, 1,2-diketones, Oxone, Green Chemistry


ID: J42-Y2013