Epoxidation Studies do 2-Styrylchromones

Chromones represent an important class of compounds due to their broad range of applications. Certain natural and synthetic hydroxyl derivatives have shown important pharmacological, biocidal and mainly antioxidant activities.1 We are interested in the design of new 2-styrylchromones analogues containing hydroxyl groups at the C-3 and Cα=Cβ systems because they could increase the antioxidation activity of these compounds.2 Our first approach is the preparation of epoxide systems and then we intend to open the epoxide ring to give the desired hydroxyl derivatives. We studied the epoxidation of 2-styrylchromones 1 with hydrogen peroxide and iodosylbenzene using N,N'-bis(3,5-di-tert-butylsalicylidine)- 1,2-cyclohexanediaminomanganese (III) chloride [salen Mn(III)] as catalyst. Different experimental conditions have been used in order to prepare epoxide compounds 2 in moderate yields. We report here the synthetic details and structural characterisation of the obtained epoxides.

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