有机化学 ›› 2021, Vol. 41 ›› Issue (6): 2280-2289.DOI: 10.6023/cjoc202012010 上一篇    下一篇

综述与进展

铜催化硼试剂参与的烯烃多组分双官能化研究进展

杨晨, 贾雪锋*()   

  1. 山西师范大学化学与材料科学学院 磁性分子与磁信息材料教育部重点实验室 山西临汾 041000
  • 收稿日期:2020-12-04 修回日期:2021-01-18 发布日期:2021-02-22
  • 通讯作者: 贾雪锋
  • 基金资助:
    山西省自然科学基金(201901D111276)

Recent Advances in Copper-Catalyzed Boron-Reagent-Involved Multicomponent Difunctionalization of Alkenes

Chen Yang, Xuefeng Jia()   

  1. Key Laboratory of Magnetic Molecules & Magnetic Information Materials (Ministry of Education), School of Chemistry and Material Science, Shanxi Normal University, Linfen, Shanxi 041000
  • Received:2020-12-04 Revised:2021-01-18 Published:2021-02-22
  • Contact: Xuefeng Jia
  • Supported by:
    Natural Science Foundation of Shanxi Province(201901D111276)

烯烃的多组分双官能化是一类高效快速构建结构多样性分子的重要有机反应, 具有原子经济性高、底物范围广及条件温和等诸多优点, 近年来成为有机合成领域的主要研究热点. 许多金属或非金属催化条件下的烯烃多组分双官能化反应已经被大量报道, 借助手性配体, 有的反应还成功地实现了不对称双官能化. 然而, 与贵重金属催化剂(钌、铑、铱、钯、银)相比, 价格低廉的过渡金属(铁、钴、镍、铜、锰)催化的有机反应更加受到人们的青睐. 考虑到铜催化剂和有机硼试剂在有机合成中的应用, 针对近三年来铜催化下有机硼试剂参与的烯烃多组分双官能化反应进行了综述, 并对该领域面临的挑战和发展方向进行了展望.

关键词: 铜催化, 硼试剂, 烯烃, 多组分双官能化

The multicomponent difunctionalization of alkenes is an important and highly efficient reaction for the rapid construction of molecules with structure diversity, which has some advantanges of high atom economy, wide substrate range as well as mild conditions and becomes the main research hotspot in organic synthesis in recent years. Many examples on the multicomponent difunctionalization of alkenes under metal-catalyzed or metal-free conditions have extentively been reported. Among them, the asymmetric version of some reactions was successfully achieved by the use of chiral ligands. However, compared with nobel metal catalysts such as ruthenium, rhodium, iridium, palladium and silver, the cheaper metal catalysts including iron, cobalt, nickel, copper, manganese have attracted more special attention. In view of the application of copper catalyst and organoboron reagents in organic synthesis, the advances in copper-catalyzed multicomponent difunctionalization of alkenes with organoboron reagents since 2018 are reviewed. The major challenges and development prospects of this fields, including the discovery of new reaction type and organoboron reagents, better stereoselectivity, and deeper understanding on reaction mechanism are also discussed.

Key words: copper-catalysis, boron reagent, alkene, multicomponent difunctionalization