A CONVENIENT METHOD FOR BROMOSULFENYLATION: REACTIONS OF SULFENAMIDES WITH OLEFINS IN THE PRESENCE OF POBr3

A CONVENIENT METHOD FOR BROMOSULFENYLATION: REACTIONS OF SULFENAMIDES WITH OLEFINS IN THE PRESENCE OF POBr3

A general method for the one-pot transformation of alkenes into abromoalkyl-arylsulfdes has been proposed based on the sulfenylation reaction by means of sulfenamides in the presence of phosphorus oxibromide. The plausible reaction mechanism and the results of reactions with a number of model alkene...

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Veröffentlicht in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1999-01, Vol.155 (1), p.33-45
Hauptverfasser: Zyk, Nikolai V., Beloglazkina, Elena K., Gazzaeva, Rimma, Tyurin, Vladimir S., Titanyuk, Igor D.
Format: Artikel
Sprache:eng
Schlagworte:
phosphorus oxohalides
sulfenamides
sulfenylation
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Zusammenfassung:A general method for the one-pot transformation of alkenes into abromoalkyl-arylsulfdes has been proposed based on the sulfenylation reaction by means of sulfenamides in the presence of phosphorus oxibromide. The plausible reaction mechanism and the results of reactions with a number of model alkenes such as cyclohexene, I-heptene, norbornene and other from the bicyclo[2.2.1] heptane series are discussed.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426509908044968