Arylthio amidation, etherification and lactonization of alkenes promoted by oxidation of bis (4-methoxyphenyl) disulfide with ammonium peroxydisulfate

…, M Tingoli, L Testaferri, R Balducci

Index: Tiecco, Marcello; Tingoli, Marco; Testaferri, Lorenzo; Balducci, Roberta Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 4025 - 4027

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Citation Number: 14

Abstract

We have recently introduced the use of ammonium peroxydisulfate to effect the oxidation of diphenyl diselenide and to produce phenylselenenyl sulfate. Since the sulfate is a resonance-stabilized anion and a very poor nucleophile this reagent behaves as a very efficient electrophilic phenylselenenylating agent. lI2 Ammonium peroxydisulfate also reacts with phenyl alkyl selenides to effect deselenenylation reactions from which ...