Pentafluorosulfanyldifluoroacetic acid: rebirth of a promising building block

Pentafluorosulfanyldifluoroacetic acid: rebirth of a promising building block

Three novel, easily scalable routes for the synthesis of pentafluorosulfanyldifluoroacetic acid, SF5CF2C(O)OH, are described. Reactions of its acid chloride with amines and alcohols led to a small library of 15 amides and five esters, respectively. The reaction of the acid chloride with phenylmagnes...

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Veröffentlicht in:Organic letters 2014-05, Vol.16 (9), p.2402-2405
Hauptverfasser: Matsnev, Andrej V, Qing, Si-Yan, Stanton, Mark A, Berger, Kyle A, Haufe, Günter, Thrasher, Joseph S
Format: Artikel
Sprache:eng
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Zusammenfassung:Three novel, easily scalable routes for the synthesis of pentafluorosulfanyldifluoroacetic acid, SF5CF2C(O)OH, are described. Reactions of its acid chloride with amines and alcohols led to a small library of 15 amides and five esters, respectively. The reaction of the acid chloride with phenylmagnesium bromide gave the corresponding acetophenone. Pentafluorosulfanyldifluoroacetonitrile was obtained from pentafluorosulfanyldifluoroacetamide by dehydration with diphosphorus pentoxide.
ISSN:1523-7052
DOI:10.1021/ol500766v