Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 14, Pages 3069-3075Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500201
Keywords
Synthetic methods; Halogenation; Alkylation; Fluorine; Sulfoximines; Sulfoxides
Categories
Funding
- French Ministry of Research
- Vietnamese Government
- National Institute of Medicinal Materials in Hanoi
- Universite de Versailles, St Quentin en Yvelines
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An efficient and convenient method is described that allows the synthesis of a set of difluoromethyl sulfoximines, as well as chlorofluoromethyl sulfoxides, sulfones, and sulfoximines. Our procedure does not require metals or nonrecommended freons, and it gives rise to an original route to Hu's reagent. Unprecedented chlorofluoromethyl sulfoximines have been also isolated, and these compounds have been shown to act as an electrophilic source of this original bis-halogenated moiety. The mechanism of the electrophilic chlorofluoromethylation is also discussed.
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