CeCl_3·7H_2O-NaI-SiO_2催化氨基苯硫酚与高位阻α,β-不饱和酮的迈克尔加成-缩合串联反应的研究  

Michael addition-condensation tandem reactions of aminothiophenols with α,β-unsaturated ketones with high steric hindrance catalyzed by CeCl_3·7H_2O-NaI-SiO_2

作　　者：高丽叶 吕芳[1] 李媛[2] 李文红[1] 

机构地区：[1]河北工业职业技术学院环境与化学工程系,河北石家庄050091 [2]河北师范大学化学与材料科学学院,河北石家庄050024

出　　处：《化学研究与应用》2015年第9期1264-1276,共13页Chemical Research and Application

基　　金：国家自然科学基金项目(20972040)资助;河北省教育厅青年基金项目(Q2012001)资助

摘　　要：研究了复合型催化剂CeCl3·7H2O-NaI-SiO2催化氨基苯硫酚与高位阻α,β-不饱和酮(1a-1n)的迈克尔加成-缩合串联反应。结果表明,该催化剂能有效地催化高位阻α,β-不饱和酮与2-氨基苯硫酚和2-氨基-4-氯苯硫酚的迈克尔加成-缩合串联反应。其最优条件是:n(CeCl3·7H2O)∶n(NaI)∶n(SiO2)∶n(α,β-不饱和酮)=1∶2∶10∶2;溶剂为CHCl3,加热回流反应4h,反应收率较高(60%左右)。催化剂重复使用4次催化效果稳定。In this paper, the Michael addition-condensation tandem reactions of 2-aminothiophenol with α,β-unsaturated ketones （1a-1n）catalyzed by CeCl3·7H2O-NaI-SiO2 were systematically studied. The results showed that the CeCl3·7H2O-NaI-SiO2system worked well for the reaction of the 2-aminothiophenol and 4-chloro-2-aminothiophenol with the α,β-unsaturated ketones. Under the optimal reaction conditions n（CeCl3·7H2O）∶n（NaI）：∶n（SiO2）∶n（α,β-unsaturated ketones）=1∶2∶10∶2,the reaction time of 4 h,at reflux temperature and CHCl3 as solvent,the reactions proceed with more higher yields（about 60%）. The catalyst was basical-ly stable after recycling the conjugate addition reaction four times.

关 键 词：CeCl3·7H2O-NaI-SiO2 催化 Α Β-不饱和酮 迈克尔加成-缩合串联反应 

分 类 号：O626[理学—有机化学]