Journal
TETRAHEDRON
Volume 70, Issue 13, Pages 2280-2285Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.01.042
Keywords
Oxidation; Ozonolysis; Oxone; Styrenes; Stilbenes; Cinnamic acids; Chalcones; Diols
Categories
Funding
- Department of Science and Technology, India
- CSIR, New Delhi
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A variety of olefins is shown to be cleaved oxidatively to the corresponding acids with oxone as the reagent. The simple methodology that works well for a range of alkenes, i.e., styrenes, nitrostyrenes, stilbenes, cinnamic acids, chalcones, etc., involves heating of the reactant with oxone in acetonitrile-water mixture (1:1, v/v) at reflux. The oxidation cascade involves initial dihydroxylation followed by oxidative cleavage and oxidation of the resultant aldehydes to acids. (c) 2014 Elsevier Ltd. All rights reserved.
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