Michael Addition and Tandem Reaction of Aminothiphenols with α,β- Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl3·7H2O-NaI Supported on SiO2 Microsphere

doi:10.6023/cjoc201504047

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (11): 2347-2357.DOI: 10.6023/cjoc201504047 Previous Articles Next Articles

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SiO₂微球负载的CeCl₃·7H₂O-NaI催化邻氨基苯硫酚与高位阻α,β-不饱和酮的Michael加成及其串联反应

张艺扬, 穆博帅, 李媛

河北师范大学化学与材料科学学院石家庄 050024

收稿日期:2015-04-30 修回日期:2015-07-06 发布日期:2015-07-10
通讯作者: 李媛 E-mail:liyuanhbsd@163.com
基金资助:
国家自然科学基金(No. 20972040)资助项目.

Michael Addition and Tandem Reaction of Aminothiphenols with α,β- Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl₃·7H₂O-NaI Supported on SiO₂ Microsphere

Zhang Yiyang, Mu Boshuai, Li Yuan

College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang 050024

Received:2015-04-30 Revised:2015-07-06 Published:2015-07-10
Supported by:
Project supported by the National Natural Science Foundation of China (No. 20972040).

1. Michael Addition and Tandem Reaction of Aminothiphenols with α,β- Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl₃·7H₂O-NaI Supported on SiO₂ Microsphere.PDF(2235KB)

Abstract

Using SiO₂ microsphere with size of 5 μm as support, CeCl₃·7H₂O-NaI/SiO₂ supported catalyst was prepared and characterized by SEM, EDS and XDR techniques and its catalytic performance for Michael addition and tandem Michael addition/condensation reactions between aminothiophenols and α,β-unsaturated ketones with high steric hindrance were investigated. The experimental results showed that CeCl₃·7H₂O-NaI/SiO₂ can catalyzed above reactions in moderate to good yields. When the catalyst was used fifth times, its morphology was largely unchanged, but its catalytic activity decreased for losing of small amounts of metal cerium in the process of catalyzing. It was also found that CeCl₃·7H₂O-NaI/SiO₂ can catalyze both the Michael addition of aminothiophenols to α,β-unsaturated ketones and the condensation reaction between ketones and amines.

Key words: Michael addition, tandem reaction, CeCl₃·, 7H₂O-NaI, SiO₂ microsphere, supported catalyst

Cite this article

Zhang Yiyang, Mu Boshuai, Li Yuan. Michael Addition and Tandem Reaction of Aminothiphenols with α,β- Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl₃·7H₂O-NaI Supported on SiO₂ Microsphere[J]. Chin. J. Org. Chem., 2015, 35(11): 2347-2357.

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SiO₂微球负载的CeCl₃·7H₂O-NaI催化邻氨基苯硫酚与高位阻α,β-不饱和酮的Michael加成及其串联反应

Michael Addition and Tandem Reaction of Aminothiphenols with α,β- Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl₃·7H₂O-NaI Supported on SiO₂ Microsphere

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SiO2微球负载的CeCl3·7H2O-NaI催化邻氨基苯硫酚与高位阻α,β-不饱和酮的Michael加成及其串联反应