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 deriva...

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Bibliographic Details
Published in:Organic letters 2007-05, Vol.9 (10), p.1863-1866
Main Authors: Prakash, G. K. Surya, Weber, Csaba, Chacko, Sujith, Olah, George A
Format: Article
Language:English
Subjects:
Amines - chemistry
Boric Acids - chemistry
Electrons
Fluorine - chemistry
Imidazoles - chemistry
Indicators and Reagents - chemistry
Methylation
Molecular Structure
Nitroimidazoles - chemistry
Phosphines - chemistry
Sulfones - chemistry
Sulfonium Compounds - chemical synthesis
Sulfonium Compounds - chemistry
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol070195g