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Issue 6, 2014
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Efficient and selective copper-catalyzed organic solvent-free and biphasic oxidation of aromatic gem-disubstituted alkenes to carbonyl compounds by tert-butyl hydroperoxide at room temperature

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Abstract

Copper-catalyzed alkene oxidation to carbonyl compounds by tert-butyl hydroperoxide (TBHP) under organic solvent-free and biphasic conditions at room temperature is selective for the aromatic gem-disubstituted alkenes. Enhanced reactivity was observed in the presence of 2,9-dimethyl-1,10-phenanthroline (neocuproine). The reaction is economically attractive because the yield is high, and separation of products and recycling of the catalyst are easy.

Graphical abstract: Efficient and selective copper-catalyzed organic solvent-free and biphasic oxidation of aromatic gem-disubstituted alkenes to carbonyl compounds by tert-butyl hydroperoxide at room temperature

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Supplementary files

Article information


Submitted
26 Dec 2013
Accepted
15 Mar 2014
First published
06 May 2014

Green Chem., 2014,16, 3013-3017
Article type
Communication
Author version available

Efficient and selective copper-catalyzed organic solvent-free and biphasic oxidation of aromatic gem-disubstituted alkenes to carbonyl compounds by tert-butyl hydroperoxide at room temperature

Md. M. Hossain, W. Huang, H. Chen, P. Wang and S. Shyu, Green Chem., 2014, 16, 3013
DOI: 10.1039/C3GC42624F

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