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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Bibliographic Details
Published inOrganic letters Vol. 16; no. 9; pp. 2402 - 2405
Main Authors Matsnev, Andrej V., Qing, Si-Yan, Stanton, Mark A., Berger, Kyle A., Haufe, Guenter, Thrasher, Joseph S.
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 02.05.2014
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CHEMISTRY
ETHERS
FLUORINATION
DERIVATIVES
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Summary: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.
Bibliography:National Science Foundation
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol500766v