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Aminodifluorosulfinium tetrafluoroborate salts as stable and crystalline deoxofluorinating reagents.

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.

SUBMITTER: Beaulieu F

PROVIDER: S-EPMC2770860 | biostudies-other | 2009 Nov

REPOSITORIES: biostudies-other

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Aminodifluorosulfinium tetrafluoroborate salts as stable and crystalline deoxofluorinating reagents.

Beaulieu Francis F Beauregard Louis-Philippe LP Courchesne Gabriel G Couturier Michel M LaFlamme François F L'Heureux Alexandre A

Organic letters 20091101 21

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 viole ...[more]

PMID: 19799406

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