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Chinese Journal of Organic Chemistry >

2025 , Vol. 45 >Issue 4: 1402 - 1410

DOI: https://doi.org/10.6023/cjoc202408014

Potassium Hexamethyldisilazide-Catalyzed Synthesis of 1,3,5-Triaroyl Cyclohexanes

  • Nana Gao ,
  • Zhigang Yao ,
  • Fan Xu
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  • a College of Chemistry, Chemical Engineering and Material Science, Soochow University, Suzhou 215123
    b Analysis and Testing Center, Soochow University, Suzhou 215123
* E-mail: ;

Received date: 2024-08-12

  Revised date: 2024-09-22

  Online published: 2024-11-08

Supported by

National Key Research and Development Program of China(2020YFC1808601)

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Abstract

1,3,5-Triaroyl cyclohexane is highly valuable due to its uniqueness of structure. The development of a catalytic and efficient method for the synthesis of 1,3,5-triaroyl cyclohexane is of great value. The cyclotrimerization of chalcones catalyzed by potassium hexamethyldisilazide is described, which effectively produces a series of 1,3,5-triaroyl cyclohexanes in moderate to high yields. A mechanism involving sequential Michael addition catalyzed by silylamide anion is proposed. This method provides a simple, efficient, and atom-economical route for the synthesis of 1,3,5-triaroyl cyclohexanes.

Key words： potassium hexamethyldisilazide; triaroyl cyclohexane; cyclotrimerization; catalysis

Cite this article

Nana Gao , Zhigang Yao , Fan Xu . Potassium Hexamethyldisilazide-Catalyzed Synthesis of 1,3,5-Triaroyl Cyclohexanes[J]. Chinese Journal of Organic Chemistry, 2025 , 45(4) : 1402 -1410 . DOI: 10.6023/cjoc202408014

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