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中国化学会全国第十二届有机合成化学学术研讨会

作者： Li Chun-Sheng Li Jian-Xiao Yang Shao-Rong Jiang Huan-Feng The College of Chemistry South China University of Technology

Palladium-catalyzed cascade reactions is now establish as a captivating branch of organic chemistry,since they usually proceed under mild reaction conditions,tolerant of many functional groups and also fall under the umbrella of green chemistry.1] Recently,we had investigated various palladium(II)-catalyzed cascade of alkynes with alkenes in ionic liquids(Scheme 1,Path a).2] As our part of research program in nucleopalladation and Pd-catalyzedcross-coupling reactions in ionic liquids,we wish to present the first example of palladium-catalyzed intermolecular cascade annulation of alkynes with alkenes in ionic liquids(Scheme 1,Path b).[3]

关键词： nucleopalladation ionic liquids cascade annulation unactivated alkenes

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Catalytic chemodivergent annulations betweenα-diketones and alkynylα-diketones

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Science China Chemistry 2021年第6期64卷 991-998页

作者： Xiangwen Kong Fang Yu Zhizhou Chen Fan Gong Shuang Yang Jinggong Liu Benlong Luo Xinqiang Fang State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of MatterUniversity of Chinese Academy of SciencesFuzhou 350100China Key Laboratory of Coal to Ethylene Glycol and Its Related Technology Center for Excellence in Molecular SynthesisFujian Institute of Research on the Structure of MatterUniversity of Chinese Academy of SciencesFuzhou 350100China Orthopedics Department Guangdong Provincial Hospital of Traditional Chinese MedicineThe Second Affiliated Hospital of Guangzhou University of Chinese MedicineGuangzhou 510120China Pingxiang University Pingxiang 337055China

Four types of unprecedented and chemodivergent reactions betweenα-diketones and alkynylα-diketones have been achieved under the catalysis of phosphine and Br?nsted 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)*** 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 ***,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 *** great potential ofα-diketones in both synthetic chemistry and material science has been unambiguously demonstrated.

关键词： chemodivergent reaction cascade annulation phosphine catalysis rearrangement reaction fluorescent material

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