在Ft抖作为碱的温和条件下,5-(S)-孟氧基-3,4-二卤-2(5H)-呋喃酮与芳香胺4-硝基邻苯二胺发生串联的Michael加成-消除反应,生成了新的含有苯环结构的5-孟氧基-4-氨基-3-卤-2(5H)-呋喃酮类化合物。新化合物的结构通过紫外-可见光谱(UV-Vis)、红外光谱(IR)、质谱(MS)、核磁共振氢谱(1HNMR)、核磁共振碳谱(13CNMR)和元素分析等表征证实。该多环结构卤代2(5H)-呋喃酮化合物的合成,能为某些多官能团的结构复杂的2(5H)-呋喃酮化合物的合成提供新途径。%In the mild conditions with EbN as the base, different kinds of 5-(S)-menthoxy-3,4-dihalo-2(5H)-furanones were reacted with 4-nitro-O-phenylendiamine. The new 4-amino-3-halo- 5-(S)-menthoxy-2(5H)-furanone analogues possessing benzene ring structure were obtained via the tandem Michael addition-elimination reaction. The structures of all newly synthesized compounds were characterized by UV, FTIR, MS, JH NMR, 13C NMR, and elemental analysis. The synthesis of halo-2(5H)-furanones with polycyclic structure may provide a new synthetic route for some multi-functional 2(5H)-furanone derivatives.
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