Issue 21, 2014
From the journal:

Chemical Communications

Unexpected dehomologation of primary alcohols to one-carbon shorter carboxylic acids using o-iodoxybenzoic acid (IBX)†

Shu Xu,‡a   Kaori Itto,‡a   Masahide Satoha  and  Hirokazu Arimoto*a  

* Corresponding authors

a Graduate School of Life Sciences, Tohoku University, 2-1-1 Katahira, Sendai 980-8577, Japan
E-mail: arimoto@biochem.tohoku.ac.jp
Fax: +81 22 217 6204
Tel: +81 22 217 6201

Abstract

A novel and efficient transformation of primary alcohols to one-carbon shorter carboxylic acids using IBX is reported. Mechanistic studies revealed that the combination of IBX and molecular iodine produces a different active hypervalent iodine species.

Graphical abstract: Unexpected dehomologation of primary alcohols to one-carbon shorter carboxylic acids using o-iodoxybenzoic acid (IBX)

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Article information

DOI
https://doi.org/10.1039/C3CC49160A
Article type
Communication
Submitted
02 Dec 2013
Accepted
21 Jan 2014
First published
22 Jan 2014

Chem. Commun., 2014,50, 2758-2761

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Unexpected dehomologation of primary alcohols to one-carbon shorter carboxylic acids using o-iodoxybenzoic acid (IBX)

S. Xu, K. Itto, M. Satoh and H. Arimoto, Chem. Commun., 2014, 50, 2758 DOI: 10.1039/C3CC49160A

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