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Updated: Jun 28, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
The direct access to alkenes from HF2C- or Cl3C-substituted arenes and an organo sodium reagent
Paula Knupe-Wolfgang1, Gerhard Hilt1
1Institute of Chemistry, Carl von Ossietzky University Oldenburg, Carl-von-Ossietzky-Str. 9-11, 26129 Oldenburg, Germany. Gerhard.Hilt@uni-oldenburg.de.
Abstract:
The investigation of an organo sodium reagent with starting materials, such as aryl-CH3-n(Hal)n led to an unprecedented alkene synthesis for n = 2 (Hal = F) and for n = 3 (Hal = Cl), while the trifluoromethyl group n = 3 (Hal = F) proved to be inert under the identical reaction conditions. The alkene synthesis could be realised for a range of substrates bearing other functional groups that exhibit low reactivities towards organo sodium reagents.
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