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6918310 
Journal Article 
Potassium permanganate/carboxylic acid/organic solvent: a powerful reagent for enone oxidation and aryl coupling reactions 
Demir, AS; Findik, H; , 
2008 
1 
Tetrahedron
ISSN: 0040-4020 
PERGAMON-ELSEVIER SCIENCE LTD 
OXFORD 
64 
27 
6196-6201 
WOS:000256895100003 
The alpha'-acetoxylation of enones and the alpha-acetoxylation of aromatic ketones were carried out with potassium permanganate and acetic acid, in which acetoxylation products were obtained in 74-96% yields. The same reaction was carried out with carboxylic acids other than acetic acid, which furnished corresponding acyloxy ketones with the same regioselectivity. For the first time, formyloxylation products were synthesized in a 61-85% yield by using formic acid. The potassium permanganate and acetic acid method was also used for aryl coupling reactions. The reaction of arylboronic acids and arylhydrazines in benzene with potassium permanganate and acetic acid in turn furnished biaryls in 85-96% yield. We have shown that potassium permanganate/carboxylic acid/organic solvent behaves as manganese(III) acetate. (C) 2008 Elsevier Ltd. All rights reserved.