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2005 Halogenation O 0235 Selenocatalytic α-Halogenation. — Phenylselenides are found to be efficient cata- lysts for α-halogenation of ketones. Experiments suggest that the mechanism of the reaction involves oxidative addition of NCS to selenium which activates the "chloron- ium" toward nucleophilic attack. — (WANG, C.; TUNGE*, J.; Chem. Commun. (Cambridge) 2004, 23, 2694-2695; Dep. Chem., Univ. Kans., Lawrence, KS 66045, USA; Eng.) — M. Paetzel 17- 051

Selenocatalytic α-Halogenation

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2005

200517.fm Page 53 Friday, March 18, 2005 2:52 PM

HalogenationO 0235 Selenocatalytic α-Halogenation. — Phenylselenides are found to be efficient cata-

lysts for α-halogenation of ketones. Experiments suggest that the mechanism of thereaction involves oxidative addition of NCS to selenium which activates the "chloron-ium" toward nucleophilic attack. — (WANG, C.; TUNGE*, J.; Chem. Commun. (Cambridge) 2004, 23, 2694-2695; Dep. Chem., Univ. Kans., Lawrence, KS 66045, USA; Eng.) — M. Paetzel

17- 051