Synthesis of β,γ-unsaturated primary amides from α,β-unsaturated acids and investigation of the mechanism |
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| Authors: | Vassiliki Theodorou Marina GogouMaria Philippidou Valentine RagoussisGeorgios Paraskevopoulos Konstantinos Skobridis |
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| Institution: | a Department of Chemistry, University of Ioannina, GR-45110, Greece
b Department of Chemistry, University of Athens, Zografou, GR-15771 Athens, Greece |
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| Abstract: | α,β-Unsaturated acids, through their acid chlorides, react with tritylamine in the presence of triethylamine under mild conditions, to afford in high yield and high regioselectivity the corresponding β,γ-unsaturated tritylamides. Detritylation with TFA generates quantitatively β,γ-unsaturated primary amides. An investigation of this deconjugative isomerization was performed. |
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| Keywords: | Tritylamine β γ-Unsaturated N-tritylamides β γ-Unsaturated primary amides 3-Alkenamides Isomerization Detritylation |
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