机构:[1]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China[2]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China[3]Orthopedics Department, Guangdong Provincial Hospital of Traditional Chinese Medicine, The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangzhou 510120, China广东省中医院[4]Pingxiang University, Pingxiang 337055, China
Four types of unprecedented and chemodivergent reactions between alpha-diketones and alkynyl alpha-diketones have been achieved under the catalysis of phosphine and Bronsted base, respectively, leading to the rapid construction of four different classes of biologically important but synthetically challenging molecular scaffolds including 2-hydroxyfuran-3(2H)-ones, 4-hydroxy-2-oxabicyclo[2.2.1]heptan-3-ones, 1,3-diaryl cyclobutanes, and 4-(furan-2(3H)-ylidene)cyclopent-2-enones. The formation of the products includes two novel rearrangement processes, and further transformations on the products can be easily achieved to deliver value-added substances such as highly functionalized cyclopentanes. Moreover, the 2-hydroxyfuran-3(2H)-one products display promising photophysical properties such as green luminescence under UV light and aggregation-induced emission effect, showing the practical application value of this work. The great potential of alpha-diketones in both synthetic chemistry and material science has been unambiguously demonstrated.
基金:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21871260, 22071242]; Strategic Priority Research Program of the Chinese Academy of SciencesChinese Academy of Sciences [XDB20000000]; Fujian Natural Science FoundationNatural Science Foundation of Fujian Province [2018J05035]; China Postdoctoral Science FoundationChina Postdoctoral Science Foundation [2018M630734]; Science and Technology Research Program of the Education Department of Jiangxi Province [GJJ1991151]
第一作者机构:[1]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China
通讯作者:
通讯机构:[1]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China[2]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China
推荐引用方式(GB/T 7714):
Kong Xiangwen,Yu Fang,Chen Zhizhou,et al.Catalytic chemodivergent annulations between α-diketones and alkynyl α-diketones[J].SCIENCE CHINA-CHEMISTRY.2021,64(6):991-998.doi:10.1007/s11426-021-9972-3.
APA:
Kong, Xiangwen,Yu, Fang,Chen, Zhizhou,Gong, Fan,Yang, Shuang...&Fang, Xinqiang.(2021).Catalytic chemodivergent annulations between α-diketones and alkynyl α-diketones.SCIENCE CHINA-CHEMISTRY,64,(6)
MLA:
Kong, Xiangwen,et al."Catalytic chemodivergent annulations between α-diketones and alkynyl α-diketones".SCIENCE CHINA-CHEMISTRY 64..6(2021):991-998