Add time:08/18/2019         Source:sciencedirect.com

A new organocatalytic approach for the synthesis of peroxides based on СН activation of a sp3-hybridized carbon atom is reported. Peroxides were prepared in 31–89% yield by the reaction of malonates, β-ketoesters, and cyanoacetic esters with a Bu4NI/tert-butyl hydroperoxide system. The formation of the expected hydroxylation products was not observed. In the discovered reaction, tert-butyl hydroperoxide plays a dual role by acting as the oxidant and the O-reagent for the C–O coupling. The synthesis can be scaled up to generate gram quantities of the target products.

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