Nucleophilic perfluoroalkylation of aldehydes, ketones, imines, disulfides, and diselenides

The Journal of Organic Chemistry
Chaya PooputMaurice Medebielle

Abstract

Using a procedure analogous to that developed for nucleophilic trifluoromethylation, the perfluoroalkyl anion reagents created by mixing C2F5I and n-C4F9I with tetrakis(dimethylamino)ethylene (TDAE) were effective in their nucleophilic reactions with aldehydes, ketones, imines, disulfides, and diselenides. Irradiation proved beneficial in the aldehyde and ketone reactions.

References

Dec 20, 2002·Organic Letters·Naoto TakechiWilliam R Dolbier
Jan 16, 2004·Organic Letters·Chaya PooputWilliam R Dolbier

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