Alkoxide- and Hydroxide-Induced Nucleophilic Trifluoromethylation Using Trifluoromethyl Sulfone or Sulfoxide
2003; American Chemical Society; Volume: 5; Issue: 18 Linguagem: Inglês
10.1021/ol035045u
ISSN1523-7060
AutoresG. K. Surya Prakash, Jinbo Hu, George A. Olah,
Tópico(s)Inorganic Fluorides and Related Compounds
Resumo[reaction: see text] The first alkoxide- and hydroxide-induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides, and other electrophiles, using phenyl trifluoromethyl sulfone 1a (sulfoxide 1b) is reported. The trifluoromethyl sulfone 1a or sulfoxide 1b acts as a "CF(3)(-)" synthon. Both sulfone 1a and sulfoxide 1b are commercially available and can also be conveniently prepared from trifluoromethane. The new methodology provides a convenient route for efficient trifluoromethylation.
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