Synlett 2007(10): 1565-1568  
DOI: 10.1055/s-2007-982550
LETTER
© Georg Thieme Verlag Stuttgart · New York

In Situ Generation of 2-Iodoxybenzoic Acid (IBX) in the Presence of Tetraphenylphosphonium Monoperoxysulfate (TPPP) for the Conversion of Primary Alcohols into the Corresponding Aldehydes

Philip C. Bulman Page*a, Louise F. Applebya, Benjamin R. Buckleya, Steven M. Allina, Michael J. McKenzieb
a Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK
Fax: +44(1509)223926; e-Mail: p.c.b.page@lboro.ac.uk;
b Charnwood Molecular Ltd., The Heritage Building, Beaumont Court, Prince William Road, Loughborough, Leicestershire LE11 5GA, UK
Further Information

Publication History

Received 11 April 2007
Publication Date:
06 June 2007 (online)

Abstract

Primary alcohols are oxidized to the corresponding aldehydes by tetraphenylphosphonium monoperoxysulfate (TPPP) in the presence of catalytic 2-iodobenzoic acid. Overoxidation to ­carboxylic acids is not observed, in contrast to the use of catalytic 2-iodobenzoic acid with Oxone® as reoxidant.