Tetrahedron

Phenylseleno-lactonization of olefinic nitriles promoted byperoxydisulphate ion oxidation of diphenyl diselenide

M Tiecco, L Testaferri, M Tingoli, D Bartoli

Index: Tiecco, Marcello; Testaferri, Lorenzo; Tingoli, Marco; Bartoli, Donatella Tetrahedron, 1989 , vol. 45, # 21 p. 6819 - 6832

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Citation Number: 30

Abstract

The oxidation of diphenyl diselenide with ammonium peroxydisulphate is a very simple and efficient method to produce phenylselenium cations in the absence of nucleophilic counter ions. The reaction carried out in the presence of an olefin, in acetonitrile or propionitrile containing trifluoromethanesulphonic acid and water afforded the amidoselenenylation products in good yield. The intramolecular version of this reaction, using appropriate ...