Pentafluorosulfanyldifluoroacetic acid: rebirth of a promising building block.

Org Lett

Department of Chemistry, Advanced Materials Research Laboratory, Clemson University, 91 Technology Drive, Anderson, South Carolina 29625, United States.

Published: May 2014

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.

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http://dx.doi.org/10.1021/ol500766vDOI Listing

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Pentafluorosulfanyldifluoroacetic acid: rebirth of a promising building block.

Org Lett

May 2014

Department of Chemistry, Advanced Materials Research Laboratory, Clemson University, 91 Technology Drive, Anderson, South Carolina 29625, United States.

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.

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