摘要
对七水合三氯化铈-碘化钠(CeCl3·7H2O-NaI)化邻氨基苯硫酚、对氯邻氨基苯硫酚、间氨基苯硫酚、对氨基苯硫酚和对甲基苯硫酚与α,β-不饱和酮(1a^1o)的迈克尔加成反应进行了系统研究.结果表明,CeCl3·7H2O-NaI-SiO2复合催化剂能有效催化邻氨基苯硫酚及对氯邻氨基苯硫酚与α,β-不饱和酮(1a^1o)的迈克尔加成反应.在优化的反应条件下,即n(CeCl3·7H2O)∶n(NaI)∶n(α,β-不饱和酮)=1∶2∶2,m(CeCl3·7H2O)∶m(SiO2)=1∶1.6,三氯甲烷作溶剂,反应温度为回流温度,反应时间为2 h,反应可达到中等产率(43.1%~58.8%).催化剂重复使用4次基本稳定.此外,提出了可能的催化机理.
In this paper, the Michael additions of o-aminothiophenol, p-chloro-o-aminothiophenol, m-amino-thiophenol, p-aminothiophenol and p-methylthiophenol to α,β-unsaturated ketones ( 1a-1o ) catalyzed by CeCl3·7H2 O-NaI were systematically studied. The results show that the CeCl3·7H2 O-NaI-SiO2 system works well for the reaction of the o-aminothiophenol and p-chloro-o-aminothiophenol to the α,β-unsaturated ketones (1a-1o). Under the optimal reaction conditions, i. e. , n(CeCl3·7H2O):n(NaI):n(α,β-unsaturated ke-tones)=1:2:2, m(CeCl3 ·7H2O):m(SiO2)=1:1.6, the reaction time of 2 h, at reflux temperature and CHCl3 as solvent, the reactions proceed with moderate yields ( 43.1%-58.8%) . The catalyst is basically stable after recycling the conjugate addition reaction four times. In addition, the possible catalytic mechanism was proposed.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2014年第3期538-549,共12页
Chemical Journal of Chinese Universities
基金
国家自然科学基金(批准号:20972040)
河北省教育厅青年基金(批准号:Q2012001)
河北工业职业技术学院青年基金(批准号:Qz1102)资助~~