磁性含铜纳米催化剂催化转化常压CO_2生成噁唑啉酮
详细信息 查看官网全文
- 英文论文题名：Transformation of Ambient CO_2 into Oxazolidin-2-ones with Copper-Based Magnetic Nanocatalyst
- 论文作者：程彬彬 ; 於兵 ; 胡长文
- 英文论文作者：Bin-Bin Cheng ; Bing Yu ; Chang-Wen Hu ; Key Laboratory of Cluster Science of Ministry of Education ; School of Chemistry ; Beijing Institute of Technology
- 年：2016
- 作者机构：北京理工大学原子分子簇科学教育部重点实验室;
- 论文关键词：磁性 ; 铜催化 ; 多组分反应 ; 噁唑啉酮 ; 二氧化碳
- 会议召开时间：2016-07-01
- 会议录名称：中国化学会第30届学术年会摘要集-第三十三分会：绿色化学
- 语种：中文
- 分类号：O626
- 学会代码：ZGHY
- 会议名称：中国化学会第30届学术年会-第三十三分会 ; 绿色化学
- 会议地点：中国辽宁大连
- 主办单位：中国化学会
- 学会名称：中国化学会
- 页数：1
- 文件大小：197k
- 原文格式：D
- 会议级别：全国
摘要
近年来,储量丰富、无毒、廉价、可再生的CO_2作为一种C_1资源应用于有机合成引起广泛关注。然而,受其热力学稳定性和动力学惰性的限制,温和条件下CO_2的催化转化反应性还比较局限。噁唑啉酮类化合物在有机合成和医药化学方面的重要价值,以CO_2为合成子构筑高附加值的噁唑啉酮杂环具有重要意义。在前期工作中,我们利用富电子伯胺对CO_2的吸附作用,发展了以"CO_2作为保护基,同时作为反应物"的多组分反应,使用氨基甲酸盐、端炔、醛在温和条件下高效构筑了噁唑啉酮杂环~([1])。磁性纳米催化剂被视为均相催化剂和非均相催化剂之间的桥梁,具有均相催化剂的高活性和非均相催化剂的易回收特性~([2])。最近,我们在前期基础上发展了磁性含铜纳米催化剂高效地催化氨基甲酸盐、端炔和芳香醛合成噁唑啉酮。经过对反应条件的优化,多种官能团取代的伯胺、醛、端炔可以转化为相应的噁唑啉酮类产物(Scheme 1)。该催化剂能方便地通过磁性回收,并至少重复使用三次,催化活性没有明显降低。
CO_2 has drawn much attention in recent years, which could be thought as a ubiquitous, abundant, cheap, and nontoxic C_1 feedstock in organic synthesis. However, further application of CO_2 as a reactant is limited due to its high thermodynamic stability and kinetic inertness. The oxazolidin-2-one frameworks are widely used in organic synthesis and pharmaceutical chemistry. Construction of oxazolidin-2-one from the greenhouse gas CO_2 is highly attractive. In our previous work, oxazolidin-2-ones were synthesized via the multicomponent reaction of carbamic acid ammonium salts, terminal alkynes, and aldehydes, using CO_2 as protecting reagent and also reactant.~([1]) Herein, we report a copper-based magnetic nanoparticle-catalyzed multicomponent reaction for the synthesis of oxazolidin-2-ones in ethanol. In this work, a variety of oxazolidin-2-ones with different functional groups were synthesized in good to excellent yields. Notably, the catalyst can be easily recovered by magnetic and reused at least three times without obvious loss of catalytic activity.
CO_2 has drawn much attention in recent years, which could be thought as a ubiquitous, abundant, cheap, and nontoxic C_1 feedstock in organic synthesis. However, further application of CO_2 as a reactant is limited due to its high thermodynamic stability and kinetic inertness. The oxazolidin-2-one frameworks are widely used in organic synthesis and pharmaceutical chemistry. Construction of oxazolidin-2-one from the greenhouse gas CO_2 is highly attractive. In our previous work, oxazolidin-2-ones were synthesized via the multicomponent reaction of carbamic acid ammonium salts, terminal alkynes, and aldehydes, using CO_2 as protecting reagent and also reactant.~([1]) Herein, we report a copper-based magnetic nanoparticle-catalyzed multicomponent reaction for the synthesis of oxazolidin-2-ones in ethanol. In this work, a variety of oxazolidin-2-ones with different functional groups were synthesized in good to excellent yields. Notably, the catalyst can be easily recovered by magnetic and reused at least three times without obvious loss of catalytic activity.
引文
[1]B.Yu,B.-B.Cheng and C.-W.Hu,Adv.Synth.Catal.,2016,358:90,Highlighted by Synfacts,2016,12:247.
[2]S.Shylesh,V.Schünemann and W.R.Thiel,Angew.Chem.Int.Ed.,2010,49:3428.
[2]S.Shylesh,V.Schünemann and W.R.Thiel,Angew.Chem.Int.Ed.,2010,49:3428.