中间体苯腙类化合物的合成

The Synthesis of the Intermidates Phenyl Hydrazon

利用Japp-Klingemann反应,可较为方便地制备苯腙类化合物,由Fischer吲哚合成法,可进一步合成5-取代吲哚衍生物。机理见文献[3]。 反应中通常使用的α-活泼氢化合物为乙酰乙酸乙酯及乙酰丙酮等的衍生物,它们与重氮盐偶合后一般都转变成苯腙类化合物。当我们使用α-氰乙基丙二酸二乙酯仿照文献[5]进行反应时,得到的是偶氮酯类而非苯腙类化全物,即:α-(4—苄氧基苯偶氮基)-α-氰乙基丙二酸二乙酯(Ⅰ),经碱处理时,该偶氮酯可转变成苯腙类化合物(Ⅱ)。这两个化合物均未见文献报道,经核磁、红外等方法证实。

This paper reported the Japp - Klingemann reaction of 2-cyanoethyl malonate and compared it with the reaction of 2-cyanoethyl acetoacetate. In same conditions the result of the fomer was azo - ester and latter' s was phenyl hydrazone. Then discussed the condition of the azo-ester formed and turn into the phenyl hydrazone.