Chemical Research in Chinese Universities

, Volume 34, Issue 2, pp 186–190 | Cite as

Oleylamine-catalyzed Tandem Knoevenagel/Michael Addition of 1,3-Cyclohexanediones with Aromatic Aldehydes

  • Xinwei He
  • Yuhao Wu
  • Chenli Fan
  • Peng Lu
  • Youpeng Zuo
  • Yongjia Shang


A convenient and efficient method was developed for the synthesis of 2,2′-(arylmethylene)bis(3-hydrox- ycyclohex-2-enone) derivatives via the oleylamine-catalyzed tandem Knoevenagel/Michael addition reactions of aromatic aldehydes and cyclohexane-1,3-diones. This transformation proceeded without any metal catalyst in non-toxic solvent at room temperature with high isolated yields. A plausible mechanism for this process was pro-posed.


2,2′-(Arylmethylene)bis(3-hydroxycyclohex-2-enone) Knoevenagel condensation Michael addition Oleylamine Tandem reaction 


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Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-based Materials(State Key Laboratory Cultivation Base), College of Chemistry and Materials ScienceAnhui Normal UniversityWuhuP. R. China
  2. 2.Department of Material EngineeringWuhu Institute of TechnologyWuhuP. R. China

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