Tetrahedron

Synthesis of β, γ-unsaturated primary amides from α, β-unsaturated acids and investigation of the mechanism

V Theodorou, M Gogou, M Philippidou, V Ragoussis…

Index: Theodorou, Vassiliki; Gogou, Marina; Philippidou, Maria; Ragoussis, Valentine; Paraskevopoulos, Georgios; Skobridis, Konstantinos Tetrahedron, 2011 , vol. 67, # 31 p. 5630 - 5634

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Citation Number: 6

Abstract

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.