New electrophilic difluoromethylating reagent.
A new electrophilic difluoromethylating reagent has been developed. The S-(difluoromethyl)diarylsulfonium tetrafluoroborate has been shown to be effective for the introduction of an electrophilic difluoromethyl group into the following nucleophiles: sulfonic acids, tertiary amines, imidazole derivatives, and phosphines. The reagent failed to transfer the difluoromethyl group to phenols, carbon nucleophiles, and primary and secondary amines.
Prakash
G K Surya
GK
Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661, USA. gprakash@usc.edu
Weber
Csaba
C
Chacko
Sujith
S
Olah
George A
GA
D000588:Amines / Q000737:chemistry; D001888:Boric Acids / Q000737:chemistry; D004583:Electrons; D005461:Fluorine / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D009593:Nitroimidazoles / Q000737:chemistry; D010720:Phosphines / Q000737:chemistry; D013450:Sulfones / Q000737:chemistry; D013452:Sulfonium Compounds / Q000138:chemical synthesis / Q000737:chemistry
D000588:Amines; D001888:Boric Acids; D007093:Imidazoles; D007202:Indicators and Reagents; D009593:Nitroimidazoles; D010720:Phosphines; D013450:Sulfones; D013452:Sulfonium Compounds; C108407:sulfonidazole; D005461:Fluorine; C044646:phosphine; C032688:boric acid