We describe herein an alternative method for the selenomethoxylation of unactivated alkenes using Oxone® as a stoichiometric oxidant. The electrophilic species of selenium were easily generated in situ by the reaction of diorganyl diselenides with Oxone®. By this efficient and simple approach, beta-methoxy-selenides were obtained in moderate to excellentyields at room temperature in an open flask, starting from alkenes by using methanol as both nucleophile and solvent. When a mixture of H2O/CH3CN was employed as the solvent, beta-hydroxy-selenides were selectively obtained under mild conditions.

Selenomethoxylation of Alkenes Promoted by Oxone®

SANTONI, PAOLO;Santi, Claudio
2018

Abstract

We describe herein an alternative method for the selenomethoxylation of unactivated alkenes using Oxone® as a stoichiometric oxidant. The electrophilic species of selenium were easily generated in situ by the reaction of diorganyl diselenides with Oxone®. By this efficient and simple approach, beta-methoxy-selenides were obtained in moderate to excellentyields at room temperature in an open flask, starting from alkenes by using methanol as both nucleophile and solvent. When a mixture of H2O/CH3CN was employed as the solvent, beta-hydroxy-selenides were selectively obtained under mild conditions.
2018
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/1430516
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