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Catalytic chemodivergent annulations between α-diketones and alkynyl α-diketones

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收录情况: ◇ SCIE ◇ 统计源期刊 ◇ CSCD-C ◇ EI ◇ 卓越:梯队期刊

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 [4]Pingxiang University, Pingxiang 337055, China
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关键词: chemodivergent reaction cascade annulation phosphine catalysis rearrangement reaction fluorescent material

摘要:
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.

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基金编号: 21871260 22071242 XDB20000000 2018J05035 2018M630734 GJJ1991151

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出版当年[2020]版:
大类 | 1 区 化学
小类 | 2 区 化学综合
最新[2025]版:
大类 | 1 区 化学
小类 | 1 区 化学:综合
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出版当年[2019]版:
Q1 CHEMISTRY, MULTIDISCIPLINARY
最新[2023]版:
Q1 CHEMISTRY, MULTIDISCIPLINARY

影响因子: 最新[2023版] 最新五年平均 出版当年[2019版] 出版当年五年平均 出版前一年[2018版] 出版后一年[2020版]

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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
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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
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