超临界二氧化碳中聚合物支载三苯基膦催化的炔酮异构化反应  

Isomerization of Ynones in ScCO_(2) by Polymer-supported Triphenylphosphine

作　　者：刘海灵 刘媛 王香凤 谢孟峡 耿珠峰 LIU Hailing;LIU Yuan;WANG Xiangfeng;XIE Mengxia;GENG Zhufeng(Analytical&Testing Center,Beijing Normal University,Beijing 100875,China)

机构地区：[1]北京师范大学分析测试中心,北京100875

出　　处：《合成化学》2025年第1期15-19,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然基金面上项目(219760169,22276014)。

摘　　要：全反式共轭二烯酮衍生物是一类重要的有机中间体,其骨架广泛存在于天然产物、药物分子和功能性材料中。发展环境友好、催化剂可循环使用的绿色合成方法具有重要意义。本文研究了在超临界二氧化碳溶剂体系中聚合物支载三苯基膦(PS-TPP)催化α,β-炔酮异构化反应,高选择性得到(E,E)-α,β-γ,δ-共轭二烯酮。该方法实现了超临界二氧化碳代替常规的有机溶剂,通过简单过滤操作即可与产物分离,催化剂可循环使用多次,具有比较广泛的底物适用性,良好的收率(30%~83%),产物结构经^(1)H NMR、^(13)C NMR、IR和MS(EI)进行了确证,完善了全反式共轭二烯酮衍生物的绿色合成方法学研究。(E,E)-α,β-γ,δ-dienones are important organic intermediates,which are widely present in natural products,drugs,and functional materials.It is important to develop an environmentally friendly green synthetic method for recyclable catalysts.Polymer-supported triphenylphosphine(PS-TPP)has been used as an effective catalyst for isomerization ofα,β-ynones to(E,E)-α,β-γ,δ-dienones in scCO_(2).Replacing organic solvent with supercritical carbon dioxide(scCO_(2))was a significant attempt.The protocol offers several advantages such as easy isolation,recyclable catalyst,compatibility to various substrates in 30%~83%isolated yields.

关 键 词：聚合物支载三苯基膦 超临界二氧化碳 炔酮 异构 二烯酮 

分 类 号：O643.32[理学—物理化学]