Synthesis 2010(7): 1145-1149  
DOI: 10.1055/s-0029-1219225
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Oxidation of Substituted β-Diketones with Hydrogen Peroxide: Synthesis of Esters through the Formation of Bridged 1,2,4,5-Tetraoxanes

Alexander O. Terent’ev*, Dmitry A. Borisov, Ivan A. Yaremenko, Yuri N. Ogibin, Gennady I. Nikishin
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
Fax: +7(499)1355328; e-Mail: alterex@yandex.ru;
Further Information

Publication History

Received 16 October 2009
Publication Date:
20 January 2010 (online)

Abstract

Acid-catalyzed oxidation of alkyl- and benzyl-substituted β-diketones by hydrogen peroxide at 79-120 ˚C in a mixture of an alcohol and a strong acid (sulfuric acid, tetrafluoroboric acid, or perchloric acid) gave the corresponding esters through the formation of bridged 1,2,4,5-tetraoxanes.