摘要/Abstract
以非末端烯酰胺N-芳基乙烯基取代苯甲酰胺和Togni试剂为原料，以二氯乙烷为溶剂，在碘化亚铜等铜盐催化和磷酸氢二钠存在下，90℃反应，简单有效的合成了N-（3，3，3-三氟-2-芳基-1-丙烯基）取代的苯甲酰胺.通过控制实验对反应机理进行了研究，结果表明反应先通过一价铜催化Togni试剂产生三氟甲基自由基，然后三氟甲基自由基选择性地加成到烯酰胺碳碳双键的β位上.
关键词: 三氟甲基化, Togni试剂, 催化剂, 烯胺
A novel CuI-catalyzed trifluoromethylation of non-terminal enamides was investigated. N-Arylvinyl-substituted benzamide reacted with Togni reagent in dichloroethylane to afford N-(3,3,3-trifluoro-2-arylprop-1-en-1-yl) substituted benzamide. The reaction proceeded at 90℃ in air atmosphere in the presence of base and ligands. Control experiment shows that the Togni reagent firstly released CF3 radical in the presence of copper(I) salts and CF3 radical selectively added to the carbon-carbon double bond of β-position of enamides.
Key words: trifluoromethylation, Togni reagent, catalyst, enamide
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