Synthesis of Phenanthrene Derivatives through the Reaction of an α,α-Dicyanoolefin with α,β-Unsaturated Carbonyl Compounds
Synthesis of Phenanthrene Derivatives through the Reaction of an α,α-Dicyanoolefin with α,β-Unsaturated Carbonyl Compounds
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DOI：
10.1002/hlca.201500120
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发表时间：
2015-10-01
影响因子：
1.8
通讯作者：
Bayat, Fahimeh
中科院分区：
文献类型：
--
作者：
Alizadeh, Abdolali;Hosseini, Seyed Yasub;Bayat, Fahimeh
通过茚三酮与磷酰二烯的Wittig反应或巴比妥酸与醛缩合生成的不同的不饱和羰基化合物与-二氰烯烃反应，制备了菲衍生物。该方法的重要特点是操作简便，反应温和，无金属催化剂，反应条件好，收率高，不需要色谱纯化。3型和5型产物的结构经IR、H-1和c -13核磁共振及EI-MS确证。对这类反应提出了一个合理的机理（图1）。
Phenanthrene derivatives were prepared by reacting an ,-dicyanoolefin with different ,-unsaturated carbonyl compounds resulting from Wittig reaction of ninhydrin and phosphanylidene or condensation of barbituric acid and an aldehyde. The easy procedure, mild and metal-catalyst free, reaction conditions, good yields, and no need for chromatographic purifications are important features of this protocol. The structures of the product of type 3 and 5 were corroborated spectroscopically (IR, H-1- and C-13-NMR, and EI-MS). A plausible mechanism for this type of reaction is proposed (Scheme1).