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ChemInform Abstract: A New Radical Vinylation Reaction of Iodides and Dithiocarbonates.

✍ Scribed by Frederique Bertrand; Beatrice Quiclet-Sire; Samir Z. Zard

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

A New Radical Vinylation Reaction of Iodides and Dithiocarbonates.

-A novel method for the radical olefination of aliphatic iodides is presented based on sulfone chemistry. The introduction of phenylvinyl, mono-, or dichlorovinyl groups into the iodides is achieved by generation of the corresponding radicals from ethyl vinyl sulfones (II) in the presence of tert-butyl or lauroyl peroxide. The reaction proceeds in good yields with secondary or tertiary iodides, in contrast to primary iodides [cf. (VIII)]. The method can be extended to dithiocarbonates like (X) due to their similar behavior as compared to iodides. -(

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