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碱催化p⁃QMs的1,6⁃共轭加成合成二芳基甲基(硫)醚
辽宁石油化工大学学报
2024年 44卷 第No.4期
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Title
A Base⁃Catalyzed 1,6⁃Conjugate Addition of p⁃QMs for the Synthesis of Diaryl Methyl Ethers (Thioether)
Authors
Jinhua LUO
Yang CHEN
Xin WANG
Lei LI
He WANG
单位
辽宁石油化工大学 石油化工学院,辽宁 抚顺 113001
Organization
School of Petrochemical Engineering,Liaoning Petrochemical University,Liaoning Fushun 113001,China
摘要
在摩尔分数为20%的氢氧化钠的催化作用下,实现了对亚甲基苯醌(p?QMs)与醇(或硫酚)的溶剂解反应,即p?QMs的1,6?共轭加成反应,以37%~95%的产率制备了一系列二芳基甲基(硫)醚类化合物。结果表明,该反应具有操作简便、反应条件温和高效、官能团耐受性良好等特点;该方法易于放大,能以80%的产率得到二芳基甲基乙基醚,为后期的潜在应用与转化提供了可能。
Abstract
A base?catalyzed 1,6?conjugate addition of p?QMs for the preparation of diaryl methyl ethers (thioether) has been developed with 37% to 95% yields, which realized the solvolysis reaction between p?QMs and alcohol (thiophenol) under the catalysis of 20% NaOH. The method features easy operation, mild condition and good functional tolerance. A gram scale experiment was examined in 80% yield, which provides possibility for potential application and transformation in later stage.
关键词:
碱催化;
对亚甲基苯醌;
16?共轭加成;
醇;
二芳基甲基醚;
Keywords:
Base catalyzed;
p?QMs;
16?Conjugate addition;
Alcohol;
Diaryl methyl ethers;
基金项目
国家自然科学基金青年科学基金项目(21702087);辽宁省科技厅项目(2022MS361);辽宁省教育厅项目(LJKZ0373)
DOI
10.12422/j.issn.1672-6952.2024.04.001