We report a new synthesis and our study of the mechanism of formation of substituted 1-trifluoromethyl and 1-perfluoroalkyl-3-(phenylamino)prop-2-en-1-one starting from 3-(R-phenoxy)-3-perfluoroalkyl-prop-2-enals and arylamines. Reactivity study of the intermediates confirmed that 3-perfluoroalkyl-N,N′-diphenyl-1,5-diazapentadienes are the synthetic intermediates of the synthesis of 2-perfluoroalkylquinolines. The mechanism of the reaction of 1-trifluoromethyl and 1-perfluoroalkyl-3-(phenylamino)prop-2-en-1-one with POCl₃ was studied. To our knowledge this is the first detection and isolation of N,N′-diaryldiazapentadiene derivatives as intermediates in the Combes F-alkyl substituted quinoline synthesis starting from enaminoketones. Finally, we succeeded isolating and identifying unsymmetrically substituted 2-perfluorolakyldiazapentadiene.

我们报告了一个新的合成方法，并研究了从3-（R-苯氧基）-3-全氟烷基开始的取代的1-三氟甲基和1-全氟烷基-3-（苯基氨基）丙-2-烯-1-酮的形成机理-丙-2-烯醛和芳基胺。中间体的反应性研究证实3-全氟烷基-N，N'-二苯基-1,5-二氮杂戊二烯是2-全氟烷基喹啉合成的合成中间体。研究了1-三氟甲基和1-全氟烷基-3-（苯基氨基）丙-2-烯-1-酮与POCl _3的反应机理。据我们所知，这是N，N'的第一个检测和隔离。-二芳基二氮杂戊二烯衍生物作为Combes F-烷基取代的喹啉合成的中间体，从烯胺酮开始。最后，我们成功分离和鉴定了不对称取代的2-全氟烷基二氮杂戊二烯。