Oxone‐Mediated Oxidation of Vinyl Selenides in Water

Abstract

A simple and practical procedure for the oxidation of vinyl selenides into the corresponding selenones using Oxone in water at 60 °C has been reported. Structurally diverse phenyl vinyl selenones were oxidized under heterogeneous conditions without organic co‐solvents or additional catalysts.

Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

“…It has advantages over other oxidants, especially regarding its stability under several conditions, simplicity in handling, and environmental safety. Oxone® reagent was also employed to mediate the oxidation of vinyl selenides in water [95] . Marini and co‐workers have developed a simple and practical procedure for the oxidation of vinyl selenides into the corresponding selenones using Oxone® as oxidizing agent (Scheme 11).…”

“…Oxone® reagent was also employed to mediate the oxidation of vinyl selenides in water. [95] Marini and co-workers have developed a simple and practical procedure for the oxidation of vinyl selenides into the corresponding selenones using Oxone® as oxidizing agent (Scheme 11). 77 SeÀ { 1 H} NMR experiment has been used for the characterization of the prepared selenones, and a chemical shift around δ Se = 960 ppm was observed in all of them.…”

Synthesis of Spirooxindole Oxetanes Through a Domino Reaction of 3‐Hydroxyoxindoles and Phenyl Vinyl Selenone

“…Commercial reagents and solvents were purchased from Sigma Aldrich, Alfa Aesar or VWR International and used without further purification. 3‐Hydroxyoxindoles 1a – l , and the phenyl vinyl selenone 2 were synthesized following literature procedures. 6 and 8 are known compounds .…”

Modern Synthetic Strategies with Organoselenium Reagents: A Focus on Vinyl Selenones

“…It is used in excess in alcoholic, ethereal or halogenated solvents. Recently, the greener Oxone ® was used to generate vinyl selenones [13] in water without addition of any catalyst or co-solvent. In recent years, selenium-containing compounds have showed interesting biological activities and a great potential in medicinal chemistry, particularly in cancer therapy [14].…”