蒙脱土负载碘催化-羰基二硫缩烯酮反应

Reaction of ?-oxo Ketenedithioacetals Catalysized by I2 Loaded Montmorillonite

摘要:

采用蒙脱土负载碘为催化剂，将其用于催化3,3-二乙硫基苯丙烯酮和2-二乙硫基亚甲基-3-羰基丁酸乙酯与吲哚的反应，合成了Ⅲa～Ⅲl 12个化合物，产物结构经核磁分析（NMR）、红外光谱（FTIR）进行了表征。并考察了反应温度、催化剂用量、原料物质的量比及反应时间对反应的影响。结果表明：温度80 ℃、n(MMT/I2):n(3,3-二乙硫基苯丙烯酮)=0.1:1.0、n(3,3-二乙硫基苯丙烯酮):n(吲哚)=1.0:1.0、反应时间1 h时，产物3-吲哚基-3-乙硫基苯丙烯酮(Ⅲa)产率可达89%。催化剂循环使用4次，产率仍可达86%。

Abstract:

Twelve compounds 3,3-bis(ethylthio) acrylophenone and 2-(bis(ethylthio)methylene)-3-oxobutanoate with indole reaction were synthesized by I2 loaded montmorillonite.The stucture of product was characterized by means of infrared spectroscopy(FTIR),nuclearmagnetic resonance spectrum(NMR).The effects of reaction temperature, the amount of catalyst, equivalent ratio of starting materials and reaction time on the reaction were considered.The experiments showed that the optimized reaction conditions were:reaction temperature 80℃, the molar ratio of catalyst MMT/I2 and 3,3-bis(ethylthio) acrylophenone was 0.1:1.0, the molar ratio of 3,3-bis(ethylthio) acrylophenone and indole was 1.0:1.0 and reaction time 1h.The yield of 3-indolyl-3-ethylthio acrylophenone was 89% and still reaches 86% after catalyst recycling for four time.