有机化学 ›› 2022, Vol. 42 ›› Issue (3): 905-909.DOI: 10.6023/cjoc202107039 上一篇    下一篇

研究简报

铜(I)催化生物质基平台化合物糠醛与直链醇的氧化-缩合反应

师静, 郭鹏飞, 李蔚*(), 孙海静, 孟令武, 仝新利*()   

  1. 天津理工大学化学化工学院 天津 300384
  • 收稿日期:2021-07-18 修回日期:2021-09-15 发布日期:2021-11-03
  • 通讯作者: 李蔚, 仝新利
  • 基金资助:
    国家自然科学基金(21878235); 天津市研究生科研创新(2019YJSS058)

Copper(I)-Catalyzed Aerobic Oxidative Condensation of Biomass-Based Platform Compound Furfurals with Straight-Chain Alcohols

Jing Shi, Pengfei Guo, Wei Li(), Haijing Sun, Lingwu Meng, Xinli Tong()   

  1. School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384
  • Received:2021-07-18 Revised:2021-09-15 Published:2021-11-03
  • Contact: Wei Li, Xinli Tong
  • Supported by:
    National Natural Science Foundation of China(21878235); Research Innovation Program of Graduate Students in Tianjin(2019YJSS058)

作为已实现工业化生产的生物质平台化合物, 糠醛的高质化应用研究是当前能源化工领域的热点之一. 本工作以廉价易得的铜盐作为催化剂, 使用氧气为氧源, 实现了糠醛与直链醇的氧化-缩合反应过程. 其中, 在糠醛与正丙醇进行反应时, 糠醛的转化率和主产物3-(2-呋喃基)-2-甲基-2-丙烯醛选择性分别达94%和99%以上. 该方法具有反应温度较低、可操作性强和普适性好等优点, 通过“一锅法”串联过程实现了糠醛绿色、高效利用.

关键词: 糠醛, 氧化-缩合, 卤代铜盐, 氧气

In the face of the continuous consumption of fossil energy and the increasingly serious ecological damage, the synthesis of liquid fuels and high value-added fine chemicals from biomass-derived furfural has become one of the research hotspots in the field of energy and chemical industry. In this work, a highly efficient and selective aerobic oxidative condensation of furfural with straight-chain alcohol is achieved with simple copper(I) chloride as the catalyst. Therein, 3-(2- furanyl)-2-methyl-2-acrolein was synthesized by the oxidative condensation reaction of furfural with n-propanol under the mild conditions. As a result, it is found that the conversion of furfural and the selectivity of main product reached 94% and more than 99.9% in the presence of molecular oxygen, respectively. Moreover, the effects of basic additive, reaction time and temperature were further investigated in detail. In addition, oxidative condensation of different substrates was also successfully performed. This catalytic method provides a promising, green and sustainable technology for the valorization of biomass and biomass-based platform compounds.

Key words: furfural, oxidative condensation, halogenated copper salt, oxygen