Oxidative 3,3,3-trifluoropropylation of arylaldehydes

نویسندگان

  • Akari Ikeda
  • Masaaki Omote
  • Shiho Nomura
  • Miyuu Tanaka
  • Atsushi Tarui
  • Kazuyuki Sato
  • Akira Ando
چکیده

A reaction between (E)-trimethyl(3,3,3-trifluoroprop-1-en-1-yl)silane (1) and arylaldehydes 2 was triggered by fluoride anions to afford aryl 3,3,3-trifluoropropyl ketones 3 in moderate to good yield. A mechanistic study of this reaction indicated that it occurred via an allyl alkoxide (4). A subsequent 1,3-proton shift of the benzylic proton of 4 forms 3. This reaction involves oxidative 3,3,3-trifluoropropylation of an arylaldehyde to afford 4,4,4-trifluoro-1-arylbutan-1-one.

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عنوان ژورنال:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013