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In Situ Generation of o-Iodoxybenzoic Acid (IBX) and the Catalytic Use of It in Oxidation Reactions in the Presence of Oxone as a Co-oxidant

Arun P. Thottumkara, Michael S. Bowsher and Thottumkara K. Vinod*

*Department of Chemistry, Western Illinois University, Macomb, Illinois 61455, Email: mftkvwiu.edu

A. P. Thottumkara, M. S. Bowsher, T. K. Vinod, Org. Lett., 2005, 7, 2933-2936.

DOI: 10.1021/ol050875o (free Supporting Information)


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Abstract

Catalytic use of o-iodoxybenzoic acid (IBX) in the presence of Oxone as a co-oxidant is demonstrated for the oxidation of primary and secondary alcohols. In addition, the in situ oxidation of 2-iodosobenzoic acid (IBA) and even commercially available 2-iodobenzoic acid (2IBAcid) by Oxone to IBX allows the use of these less hazardous reagents, in place of potentially explosive IBX, as catalytic oxidants.



Key Words

IBX, Oxone, Carboxylic Acids, Ketones


ID: J54-Y2005-780