Synthesis of β,γ-unsaturated primary amides from α,β-unsaturated acids and investigation of the mechanism
作者:Vassiliki Theodorou、Marina Gogou、Maria Philippidou、Valentine Ragoussis、Georgios Paraskevopoulos、Konstantinos Skobridis
DOI:10.1016/j.tet.2011.05.096
日期:2011.8
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.
α,β-不饱和酸,通过其酰氯,在温和的条件下,在三乙胺存在下与三苯甲基胺反应,以高收率和高区域选择性提供相应的β,γ-不饱和三苯乙酰胺。用TFA进行去三苯甲基化可定量生成β,γ-不饱和伯酰胺。对该解共轭异构化进行了研究。