Citation: Fan Fang, Nie Jing, Jiang Dahong. The Efficient Synthesis of Highly Substituted Cyclohexanones by Morpholine Catalyzed Cascade Reaction[J]. Chemistry, ;2018, 81(2): 158-164. shu

The Efficient Synthesis of Highly Substituted Cyclohexanones by Morpholine Catalyzed Cascade Reaction

School of Chemical Engineering and School of Environmental & Biology Engineering, Guangdong University of Petrochemical Technology, Maoming 525000

Corresponding author: Jiang Dahong, jiangdh03@163.com
Received Date: 23 September 2017
Accepted Date: 9 November 2017

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In this paper, a cascade reaction of ethyl acetoacetate and its derivatives with aromatic aldehydes catalyzed by morpholine leads to a series of highly substituted cyclohexanones in up to 90% yields, presumably via a Knoevenagel/Michael/Aldol reaction sequence. Morpholine, acting as an organocatalyst, is proved to play an important role through iminium and enamine activations in this cascade transformation. The resulted cyclohexanones are further converted into 2-cyclohexenones by a readily available method. This method provides a simple, practical and green route to prepare cyclohexanones from readily available materials.
- Morpholine,
- Cyclohexanone,
- Cascade reaction,
- Organocatalyst,
- Cyclohexenone
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沈阳化工大学材料科学与工程学院沈阳 110142