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. 2009 Nov 5;11(21):5050-3.
doi: 10.1021/ol902039q.

Aminodifluorosulfinium tetrafluoroborate salts as stable and crystalline deoxofluorinating reagents

Francis Beaulieu  1 , Louis-Philippe Beauregard, Gabriel Courchesne, Michel Couturier, François LaFlamme, Alexandre L'Heureux
Affiliations
Free PMC article

Aminodifluorosulfinium tetrafluoroborate salts as stable and crystalline deoxofluorinating reagents

Francis Beaulieu et al. Org Lett. .
Free PMC article

Abstract

Aminodifluorosulfinium tetrafluoroborate salts were found to act as efficient deoxofluorinating reagents when promoted by an exogenous fluoride source and, in most cases, exhibited greater selectivity by providing less elimination byproduct as compared to DAST and Deoxo-Fluor. Aminodifluorosulfinium tetrafluoroborates are easy handled crystalline salts that show enhanced thermal stability over dialkylaminosulfur trifluorides, are storage-stable, and unlike DAST and Deoxo-Fluor do not react violently with water.

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Figures

Figure 1
Figure 1
Structures of popular dialkylaminosulfur trifluorides.
Figure 2
Figure 2
Dialkylaminodifluorosulfinium salts.
See this image and copyright information in PMC

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