Trifluoromethanesulfinamide from Ephedrine: A More Efficient Trifluoro-methylating Reagent
作者:Thierry Billard、Bernard R. Langlois、Solveig Roussel、Laurent Saint-Jalmes
DOI:10.1055/s-2004-831322
日期:——
Nucleophilic trifluoromethylation of non-enolizable and enolizable carbonyl compounds was achieved with the trifluoromethanesulfinamide derived from O-silylated ephedrine. In contrast to the trifluoroacetamide analog, previously described, this reagent is able to trifluoromethylate more acidic enolizable compounds.
A base generated by the electroreduction of 2-pyrrolidone deprotonated trifluoromethane to form a trifluoromethyl anion equivalent. In the presence of hexamethyldisilazane, this species reacted with a variety of aldehydes and ketones to afford (trifluoromethyl)-carbinols in high yield.
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