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Superacid catalyzed hydroxyalkylation of aromatics with ethyl trifluoropyruvate: A new synthetic route to Mosher's acid analogs

  • University of Southern California

Research output: Contribution to journalArticlepeer-review

Abstract

A new superacid catalyzed Friedel-Crafts hydroxyalkylation of aromatics with ethyl trifluoropyruvate is described. The trifluoromethanesulfonic acid or gallium(III) trifluoromethane-sulfonate catalyzed reactions give α-hydroxy α-trifluoromethyl phenyl acetic acid ethyl ester and its derivatives (analogs of Mosher's acid) in good yields for both highly activated heteroaromatics and substituted benzenes.

Original languageEnglish
Pages (from-to)527-531
Number of pages5
JournalSynlett
Issue number4
DOIs
StatePublished - 2003

ASJC Scopus Subject Areas

  • Organic Chemistry

Keywords

  • Friedel-Crafts hydroxyalkylation
  • Gallium triflate
  • Mosher's acid
  • Trifluoromethanesulfonic acid
  • α-trifluoromethyl alcohol

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