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

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

研究简报

双(三甲基硅基)氨基钾催化合成1,3,5-三芳甲酰基环己烷

  • 高娜娜 ,
  • 姚志刚 ,
  • 徐凡
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  • a 苏州大学材料与化学化工学部 苏州 215123
    b 苏州大学分析测试中心 苏州 215123

收稿日期: 2024-08-12

  修回日期: 2024-09-22

  网络出版日期: 2024-11-08

基金资助

国家重点研发计划(2020YFC1808601)

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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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摘要

1,3,5-三芳甲酰基环己烷因其结构的独特性而极具价值, 发展催化条件下高效合成1,3,5-三芳甲酰基环己烷的方法很有意义. 以双(三甲基硅基)氨基钾催化查尔酮类化合物的环三聚反应, 有效制备了1,3,5-三芳甲酰基环己烷. 机理研究结果表明, 反应经由硅氨阴离子催化的查尔酮的连续的Michael加成过程而发生. 反应的原料和催化剂易得, 具有优异的原子经济性, 为1,3,5-三芳甲酰基环己烷类化合物的合成提供了高效的有价值的新路径.

关键词： 双(三甲基硅基)氨基钾; 三芳甲酰基环己烷; 环三聚; 催化

本文引用格式

高娜娜 , 姚志刚 , 徐凡 . 双(三甲基硅基)氨基钾催化合成1,3,5-三芳甲酰基环己烷[J]. 有机化学, 2025 , 45(4) : 1402 -1410 . DOI: 10.6023/cjoc202408014

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

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