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

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

Green Chem., 2014, 16,3013-3017
DOI: 10.1039/C3GC42624F, Communication

Md. Munkir Hossain, Wei-Kai Huang, Hung-Jie Chen, Pei-Han Wang, Shin-Guang Shyu
Biphasic Cu(II) catalyzed selective oxidative cleavage of aromatic gem-disubstituted alkenes to carbonyl compounds using tert-butyl hydroperoxide at room temperature.

http://pubs.rsc.org/en/Content/ArticleLanding/2014/GC/C3GC42624F?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

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.

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